Category: 3400-55-3

Cohrt, A. Emil; Nielsen, Thomas E. published the article 《Solid-Phase Synthesis of Peptide Thioureas and Thiazole-Containing Macrocycles through Ru-Catalyzed Ring-Closing Metathesis》. Keywords: peptide thiourea solid phase preparation; guanidino peptide solid phase preparation; thiazole macrocycle peptide solid phase preparation ring closing metathesis.They researched the compound: 2-Bromopriopionaldehydediethylacetal( cas:3400-55-3 ).Formula: C7H15BrO2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:3400-55-3) here.

N-Terminally modified α-thiourea peptides can selectively be synthesized on solid support under mild reaction conditions using N,N’-di-Boc-thiourea and Mukaiyama’s reagent (2-chloro-1-methyl-pyridinium iodide). This N-terminal modification applies to the 20 proteinogenic amino acid residues on three commonly used resins for solid-phase synthesis. Complementary methods for the synthesis of α-guanidino peptides have also been developed. The thiourea products underwent quant. reactions with α-halo ketones to form thiazoles in excellent purities and yields. When strategically installed between two alkene moieties, said thiazole core was conveniently embedded in peptide macrocycles via Ru-catalyzed ring-closing metathesis reactions. Various 15-17 membered macrocycles were easily accessible in all diastereomeric forms using this methodol. The developed “”build/couple/pair”” strategy is well suited for the generation of larger and stereochem. complete screening libraries of thiazole-containing peptide macrocycles.

In some applications, this compound(3400-55-3)Formula: C7H15BrO2 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Condensation of crotonaldehyde with secondary amines. I》. Authors are Hunig, Siegfried.The article about the compound:2-Bromopriopionaldehydediethylacetalcas:3400-55-3,SMILESS:CC(Br)C(OCC)OCC).Product Details of 3400-55-3. Through the article, more information about this compound (cas:3400-55-3) is conveyed.

Acid-free crotonaldehyde (I), b. 101°, was prepared by distilling the tech. product over pyrogallol and NaOH, collecting the fraction b. 95-105°, and redistg. in a Widmer column in a N atm. All amine-catalyzed condensations of I were done by adding the amine to I, always under dry O-free N. E.g., 0.4 mol. I and 0.004 mol. Et2NH were heated at 152°; the reaction occurred with spontaneous boiling and could be followed easily in a graduated reactor by the volume decrease (about 27%). It was nearly complete in about 90 min.; at lower temperatures it was much slower. At the same temperature, 2-mol.-% of Et2NH or Pr2NH were equally effective, the rate declining sharply with lower amine concentrations Under like conditions, the effectiveness of different amines decreased in this order: BuNH2, hexamethylenimine, pyrrolidine, Me2NH, Et2NH, Bu2NH, Pr2NH. Of secondary amines, the effectiveness decreased thus: Et2NH, piperidine, (PhCH2)2NH, morpholine. Bu3N was not effective. Solvents increased the condensation rate, H2O most (reaction of 2 mols. H2O + 1 mol. I complete in 40 min.), followed in order of decreasing effect by BuOH + H2O, BuOH, dioxane, PhMe, methylcyclohexane. The reaction followed 1st-order kinetics. A few min. after mixing, the mixture turned yellow-green, and the bomb tube was transferred to a glass tube which served as bath for the heating liquid (e.g. PhBr, b. 152°); the highest point reached by the meniscus on heating provided a zero point from which to reckon contraction, i.e. rate of reaction. After the removal of other products, the residual resin was extracted with CCl4; it contained little bound -CHO. The paper includes a discussion of the possible structure of the condensed product.

In some applications, this compound(3400-55-3)Product Details of 3400-55-3 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Cutler, A.; Raghu, S.; Rosenblum, M. published an article about the compound: 2-Bromopriopionaldehydediethylacetal( cas:3400-55-3,SMILESS:CC(Br)C(OCC)OCC ).Name: 2-Bromopriopionaldehydediethylacetal. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:3400-55-3) through the article.

Metalation of β-haloacetals with Na dicarbonyl-h5-cyclopentadienylferrate (Fp-) gives aldehyde-Fe complexes (FpCHRCHO) and of h2-vinyl alc. and vinyl ether cations [Fp(CH2:CHOR)]+. These latter complexes are distorted dihapto cations. Treatment of FpCOCH2OMe with strong acid leads to the ketene hemiacetal cation [Fp(CH2:C(OH)OMe)]+, rather than to the expected ketene complex, which as well as the acetal cation [Fp(CH2:C(OMe)OEt)]+ prepared by alkylation of FpCH2CO2Me, has the structure of an h1-metal complex incorporating a carboxonium ion. A correlation exists between the chem. shift of cyclopentadienyl protons and the average ir carbonyl stretching frequency in a variety of Fp(olefin)+ and Fp-R complexes.

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Piperazine – Wikipedia,
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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Journal of Organic Chemistry called Reaction of 3-substituted imidazo[1,2-a]pyridines with bromine(1+) and the alleged 5-bromo-substituted product, Author is Hand, E. Smakula; Paudler, William W., which mentions a compound: 3400-55-3, SMILESS is CC(Br)C(OCC)OCC, Molecular C7H15BrO2, Reference of 2-Bromopriopionaldehydediethylacetal.

The reaction of 3-methylimidazo[1,2-a]pyridine with N-bromosuccinimide (I) gave products formed by apparent nucleophilic substitution at the 2-position. I in CHCl3 gave II and III, while I in CCl4 or Br2 in CHCl3 gave II exclusively. Mechanisms and differences in product formation are discussed; evidence is presented that the previously reported I product was in fact 3-bromo-5-methylimidazo[1,2-a]pyridine, rather than the alleged 5-bromo-3-Me derivative IV. IV was prepared by diazotization of 5-amino-3-methylimidazo[1,2-a]pyridine in the presence of HBr and by condensation of MeCHBrCHO (or its acetal) with 2-amino-6-bromopyridine.

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Piperazine – Wikipedia,
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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Zhurnal Obshchei Khimii called Chlorination and bromination of acetaldehyde and lower homologs, Author is Shchukina, M. N., which mentions a compound: 3400-55-3, SMILESS is CC(Br)C(OCC)OCC, Molecular C7H15BrO2, Product Details of 3400-55-3.

Chlorination of AcH at 16-18° proceeds through a substance composed of 2 moles ClCH2CHO, 1 mole AcH, and 1 mole HCl, which on distillation dissociate and gives 60% ClCH2CHO. Prolonged chlorination of AcH at 70-80° gives mainly Cl2CHCHO, while at 80-90° chloral forms mainly, with some MeCHClCCl2CHO. Bromination of AcH and homologs proceeds at a lower temperature than the chlorination and gives 1,2-di-Br alcs. as primary products; further action is slow and requires a higher temperature The mechanism of chlorination and bromination must be regarded as consisting of proton addition to give an intermediate which has a hydroxycarbenium structure in one of the equilibrium states; the presence of the incomplete electron octet explains the ease of halogenation and the polymerization tendency; the difficulty of continued reaction is explained by decreased weight of the carbenium structure after introduction of 1 Br atom. Passage of dry Cl into 44 g. AcH leads to a temperature rise despite cooling and is best done at 16-18°, as an initially preset -5° temperature leads to violent action delayed 2-10 min.; HCl evolution starts after 24 g. Cl is taken up. When a 3 mols. AcH:2 mols. Cl ratio is reached, Cl is no longer absorbed; 13-14 g. HCl is recovered and the product, 78-84 g., is a fuming colorless liquid, whose analysis confirms the above-given complex. Distillation gives 13 g. HCl, 8 g. AcH, 47 g. ClCH2CHO, b. 80-6° (2,4-dinitrophenylhydrazone, m. 158-9°), and 10 g. residue of trichloroparaldehyde, m. 83-4°. On standing 24 hrs. the complex seps. into 2 layers: upper, aqueous HCl; and bottom, ClCH2CHO.H2O, b. 88-93°, b20-1 23-5°. Addition of 44 g. of the complex to 50 g. thiourea in water, followed by 28 g. NaHCO3 and heating 2 hrs. at 85-90°, gave 48-50% 2-aminothiazole, m. 96° (from benzene). If the chlorination is continued 12 hrs. with gradual heating to 70-80°, there is obtained 90 g. product, which on distillation gives 57.5% Cl2CHCHO, b. 88-90°, yielding, with 2,4-(O2N)2C6H3NHNH2 the corresponding glyoxal derivative, m. 315°; on standing, Cl2HCCHO gives a solid polymer which dissociates on distillation Similar chlorination carried further 8 hrs. at 80°, 12 hrs. at 80-90°, and 8 hrs. at 90° (Cl absorption stops) gave 120 g. crude product yielding on distillation 50% chloral, followed by 9.5 g. trichlorobutyraldehyde, m. 78° (b. about 150°); addition of Fe chloride (from 3 g. Fe and HCl) gives a somewhat lower yield of chloral. Bromination was conducted as described earlier (Stepanov, et al., C.A. 21, 731) and is facilitated by illumination; the induction period is 2-3 min. and the addition of Br must be halted until the initial action subsides. When 1 mol. Br is added at 5°, the addition stops and addition of alcs. to this primary product gives α-bromoacetals; in this manner the di-Et acetals of BrCH2CHO, MeCHBrCHO, EtCHBrCHO, and Me2CHCHBrCHO were obtained in 69-73% yields (no data). Addition of a 2nd Br requires 6-7 hrs. at 25-40°; passage of dry N or CO2 is used to remove the HBr prior to isolation of the products; treatment with P2O5 and distillation gave 55% Br2CHCHO, b. 137-40°, 48% MeCBr2CHO, b730 128-30° (with semicarbazide-HCl this gives methylglyoxal disemicarbazone, m. 252-3°, and with HC(OEt)3 79% MeCBr2CH(OEt)2, b14 96-8°, d154 1.5513, n15D 1.4783), and 61% EtCBr2CHO, b40 85° (di-Et acetal, d154 1.645, n15D 1.4875), from the corresponding aldehydes.

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Synthetic Route of C7H15BrO2. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 2-Bromopriopionaldehydediethylacetal, is researched, Molecular C7H15BrO2, CAS is 3400-55-3, about A modified Bischler synthesis of some tetracyclic indole derivatives.

Indoles I (RR1 = CH:CH, X = H2, CH2CH2, CH:CH, S) were obtained in 69-83% yield by cyclizing I (R = CH2CHO, R1 = H) on a mol. sieve. I (R = CH2CHO, R1 = H) were obtained by treating I (R = R1 = H) with BrCH2CH(OEt)2 and hydrolyzing I [R = CH2CH(OEt)2, R1 = H] with 4-MeC6H4SO3H. I (R = CH2CHO, R1 = H, X = bond) did not cyclize but dimerized.

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Piperazine – Wikipedia,
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Cohrt, A. Emil; Nielsen, Thomas E. published the article 《Solid-Phase Synthesis of Peptide Thioureas and Thiazole-Containing Macrocycles through Ru-Catalyzed Ring-Closing Metathesis》. Keywords: peptide thiourea solid phase preparation; guanidino peptide solid phase preparation; thiazole macrocycle peptide solid phase preparation ring closing metathesis.They researched the compound: 2-Bromopriopionaldehydediethylacetal( cas:3400-55-3 ).Formula: C7H15BrO2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:3400-55-3) here.

N-Terminally modified α-thiourea peptides can selectively be synthesized on solid support under mild reaction conditions using N,N’-di-Boc-thiourea and Mukaiyama’s reagent (2-chloro-1-methyl-pyridinium iodide). This N-terminal modification applies to the 20 proteinogenic amino acid residues on three commonly used resins for solid-phase synthesis. Complementary methods for the synthesis of α-guanidino peptides have also been developed. The thiourea products underwent quant. reactions with α-halo ketones to form thiazoles in excellent purities and yields. When strategically installed between two alkene moieties, said thiazole core was conveniently embedded in peptide macrocycles via Ru-catalyzed ring-closing metathesis reactions. Various 15-17 membered macrocycles were easily accessible in all diastereomeric forms using this methodol. The developed “”build/couple/pair”” strategy is well suited for the generation of larger and stereochem. complete screening libraries of thiazole-containing peptide macrocycles.

In some applications, this compound(3400-55-3)Formula: C7H15BrO2 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Condensation of crotonaldehyde with secondary amines. I》. Authors are Hunig, Siegfried.The article about the compound:2-Bromopriopionaldehydediethylacetalcas:3400-55-3,SMILESS:CC(Br)C(OCC)OCC).Product Details of 3400-55-3. Through the article, more information about this compound (cas:3400-55-3) is conveyed.

Acid-free crotonaldehyde (I), b. 101°, was prepared by distilling the tech. product over pyrogallol and NaOH, collecting the fraction b. 95-105°, and redistg. in a Widmer column in a N atm. All amine-catalyzed condensations of I were done by adding the amine to I, always under dry O-free N. E.g., 0.4 mol. I and 0.004 mol. Et2NH were heated at 152°; the reaction occurred with spontaneous boiling and could be followed easily in a graduated reactor by the volume decrease (about 27%). It was nearly complete in about 90 min.; at lower temperatures it was much slower. At the same temperature, 2-mol.-% of Et2NH or Pr2NH were equally effective, the rate declining sharply with lower amine concentrations Under like conditions, the effectiveness of different amines decreased in this order: BuNH2, hexamethylenimine, pyrrolidine, Me2NH, Et2NH, Bu2NH, Pr2NH. Of secondary amines, the effectiveness decreased thus: Et2NH, piperidine, (PhCH2)2NH, morpholine. Bu3N was not effective. Solvents increased the condensation rate, H2O most (reaction of 2 mols. H2O + 1 mol. I complete in 40 min.), followed in order of decreasing effect by BuOH + H2O, BuOH, dioxane, PhMe, methylcyclohexane. The reaction followed 1st-order kinetics. A few min. after mixing, the mixture turned yellow-green, and the bomb tube was transferred to a glass tube which served as bath for the heating liquid (e.g. PhBr, b. 152°); the highest point reached by the meniscus on heating provided a zero point from which to reckon contraction, i.e. rate of reaction. After the removal of other products, the residual resin was extracted with CCl4; it contained little bound -CHO. The paper includes a discussion of the possible structure of the condensed product.

In some applications, this compound(3400-55-3)Product Details of 3400-55-3 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Cutler, A.; Raghu, S.; Rosenblum, M. published an article about the compound: 2-Bromopriopionaldehydediethylacetal( cas:3400-55-3,SMILESS:CC(Br)C(OCC)OCC ).Name: 2-Bromopriopionaldehydediethylacetal. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:3400-55-3) through the article.

Metalation of β-haloacetals with Na dicarbonyl-h5-cyclopentadienylferrate (Fp-) gives aldehyde-Fe complexes (FpCHRCHO) and of h2-vinyl alc. and vinyl ether cations [Fp(CH2:CHOR)]+. These latter complexes are distorted dihapto cations. Treatment of FpCOCH2OMe with strong acid leads to the ketene hemiacetal cation [Fp(CH2:C(OH)OMe)]+, rather than to the expected ketene complex, which as well as the acetal cation [Fp(CH2:C(OMe)OEt)]+ prepared by alkylation of FpCH2CO2Me, has the structure of an h1-metal complex incorporating a carboxonium ion. A correlation exists between the chem. shift of cyclopentadienyl protons and the average ir carbonyl stretching frequency in a variety of Fp(olefin)+ and Fp-R complexes.

When you point to this article, it is believed that you are also very interested in this compound(3400-55-3)Name: 2-Bromopriopionaldehydediethylacetal and due to space limitations, I can only present the most important information.

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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Zhurnal Obshchei Khimii called Chlorination and bromination of acetaldehyde and lower homologs, Author is Shchukina, M. N., which mentions a compound: 3400-55-3, SMILESS is CC(Br)C(OCC)OCC, Molecular C7H15BrO2, Product Details of 3400-55-3.

Chlorination of AcH at 16-18° proceeds through a substance composed of 2 moles ClCH2CHO, 1 mole AcH, and 1 mole HCl, which on distillation dissociate and gives 60% ClCH2CHO. Prolonged chlorination of AcH at 70-80° gives mainly Cl2CHCHO, while at 80-90° chloral forms mainly, with some MeCHClCCl2CHO. Bromination of AcH and homologs proceeds at a lower temperature than the chlorination and gives 1,2-di-Br alcs. as primary products; further action is slow and requires a higher temperature The mechanism of chlorination and bromination must be regarded as consisting of proton addition to give an intermediate which has a hydroxycarbenium structure in one of the equilibrium states; the presence of the incomplete electron octet explains the ease of halogenation and the polymerization tendency; the difficulty of continued reaction is explained by decreased weight of the carbenium structure after introduction of 1 Br atom. Passage of dry Cl into 44 g. AcH leads to a temperature rise despite cooling and is best done at 16-18°, as an initially preset -5° temperature leads to violent action delayed 2-10 min.; HCl evolution starts after 24 g. Cl is taken up. When a 3 mols. AcH:2 mols. Cl ratio is reached, Cl is no longer absorbed; 13-14 g. HCl is recovered and the product, 78-84 g., is a fuming colorless liquid, whose analysis confirms the above-given complex. Distillation gives 13 g. HCl, 8 g. AcH, 47 g. ClCH2CHO, b. 80-6° (2,4-dinitrophenylhydrazone, m. 158-9°), and 10 g. residue of trichloroparaldehyde, m. 83-4°. On standing 24 hrs. the complex seps. into 2 layers: upper, aqueous HCl; and bottom, ClCH2CHO.H2O, b. 88-93°, b20-1 23-5°. Addition of 44 g. of the complex to 50 g. thiourea in water, followed by 28 g. NaHCO3 and heating 2 hrs. at 85-90°, gave 48-50% 2-aminothiazole, m. 96° (from benzene). If the chlorination is continued 12 hrs. with gradual heating to 70-80°, there is obtained 90 g. product, which on distillation gives 57.5% Cl2CHCHO, b. 88-90°, yielding, with 2,4-(O2N)2C6H3NHNH2 the corresponding glyoxal derivative, m. 315°; on standing, Cl2HCCHO gives a solid polymer which dissociates on distillation Similar chlorination carried further 8 hrs. at 80°, 12 hrs. at 80-90°, and 8 hrs. at 90° (Cl absorption stops) gave 120 g. crude product yielding on distillation 50% chloral, followed by 9.5 g. trichlorobutyraldehyde, m. 78° (b. about 150°); addition of Fe chloride (from 3 g. Fe and HCl) gives a somewhat lower yield of chloral. Bromination was conducted as described earlier (Stepanov, et al., C.A. 21, 731) and is facilitated by illumination; the induction period is 2-3 min. and the addition of Br must be halted until the initial action subsides. When 1 mol. Br is added at 5°, the addition stops and addition of alcs. to this primary product gives α-bromoacetals; in this manner the di-Et acetals of BrCH2CHO, MeCHBrCHO, EtCHBrCHO, and Me2CHCHBrCHO were obtained in 69-73% yields (no data). Addition of a 2nd Br requires 6-7 hrs. at 25-40°; passage of dry N or CO2 is used to remove the HBr prior to isolation of the products; treatment with P2O5 and distillation gave 55% Br2CHCHO, b. 137-40°, 48% MeCBr2CHO, b730 128-30° (with semicarbazide-HCl this gives methylglyoxal disemicarbazone, m. 252-3°, and with HC(OEt)3 79% MeCBr2CH(OEt)2, b14 96-8°, d154 1.5513, n15D 1.4783), and 61% EtCBr2CHO, b40 85° (di-Et acetal, d154 1.645, n15D 1.4875), from the corresponding aldehydes.

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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics