911429-36-2

Basic information

• Product Name: L-Proline, 1-(phenylmethyl)-, hydrazide
• CAS NO: 911429-36-2
• Molecular Formula: C12H17N3O
• Molecular Weight: 219.286
• Mol File: 911429-36-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: L-Proline, 1-(phenylmethyl)-, hydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: L-Proline, 1-(phenylmethyl)-, hydrazide(911429-36-2)
• EPA Substance Registry System: L-Proline, 1-(phenylmethyl)-, hydrazide(911429-36-2)

Safety Data

• Hazardous Substances Data: 911429-36-2(Hazardous Substances Data)

Upstream product

• 31795-93-4 N-benzyl-L-proline 
• 113304-84-0 N-benzyl-(S)-proline methyl ester 
• 955-40-8 N-benzyl-L-proline ethyl ester 

Downstream Products

• 1219833-13-2 C₁₄H₂₀N₄O₂ 
• 1383720-78-2 (2S)-1-benzyl-N'-[(E)-2-furylmethylidene]pyrrolidine-2-carbohydrazide 
• 1383720-80-6 (2S)-N-(2-adamantylidene)-1-benzylpyrrolidine-2-carbohydrazide 
• 155264-69-0 (2S)-N'-[(E)-(4-methoxyphenyl)methylidene]pyrrolidine-2-carbohydrazide 
• 1383720-81-7 (2S)-N'-[(E)-(4-nitrophenyl)methylidene]pyrrolidine-2-carbohydrazide 
• 1383720-83-9 (2S)-N'-(cyclohexylidene)pyrrolidine-2-carbohydrazide 
• 1383720-85-1 (3R,7aS)-3-(4-methoxyphenyl)-2-{[(E)-(4-methoxyphenyl)methyliden]amino}hexahydro-1H-pyrrolo[1,2-c]imidazol-1-one 
• 1383720-86-2 (3R,7aS)-3-(4-nitrophenyl)-2-{[(E)-(4-nitrophenyl)methyliden]amino}hexahydro-1H-pyrrolo[1,2-c]imidazol-1-one 
• 1383720-92-0 5-[(2S)-1-benzylpyrrolidin-2-yl]-4-butyl-2,4-dihydro-3H-1,2,4-triazole-3-thione 
• 1383720-93-1 5-[(2S)-1-benzylpyrrolidin-2-yl]-N-butyl-1,3,4-thiadiazol-2-amine 
• 1383720-79-3 (2S)-1-benzyl-N'-(cyclohexylidene)pyrrolidine-2-carbohydrazide 
• 1383720-75-9 (2S)-1-benzyl-N'-[(E)-(4-methoxyphenyl)methylidene]pyrrolidine-2-carbohydrazide 
• 1383720-89-5 1-({[(2S)-1-benzylpyrrolidine-2-yl]carbonyl}amino)-3-butylthiourea 
• 1383720-88-4 1-({[(2S)-1-benzylpyrrolidine-2-yl]carbonyl}amino)-3-butylurea 

Relevant articles and documents

Exploration of fluoral hydrazones derived from carbohydrazides for the synthesis of trifluoromethylated heterocycles

The reaction of fluoral hydrate with carbohydrazides in methanol in the presence of molecular sieves (4 A) gave the desired N-acylated fluoral hydrazones (3a-f) in fair yields. Treatment of the latter with mercaptoacetic acid in benzene led to the corresponding 2-trifluoromethyl-1,3-thiazolidinone derivatives (4a-f), whereas the reaction with acetic anhydride gave 3-acetyl-2,3-dihydro-2-trifluoromethyl-1,3,4-oxadiazoles (5a-f). The structures of each type of product have been established by X-ray crystallography.

Studies on the synthesis and some reactions of (S)-proline hydrazides

A convenient synthesis of (S)-proline hydrazide 2a via the reaction of ethyl (S)-N-benzylprolinate with hydrazine hydrate and subsequent deprotection of (S)-N-benzyl proline hydrazide 5 is described. The latter, in methanolic solution, reacted with aromatic aldehydes as well as with cycloaliphatic ketones at room temperature to give the corresponding hydrazones of type 7 in good yields. The structure of the product with furan-2-carbaldehyde 7b, proving the (E)-configuration of the hydrazone, was established by X-ray crystallography. In the case of the unprotected (S)-proline hydrazide 2a, the analogous reaction with aromatic aldehydes led either to the expected hydrazones 7 or the 1H-pyrrolo[1,2-c]imidazol-1-one derivatives 8, depending on the reaction conditions. The latter were formed via a secondary cyclocondensation of the initially formed 7 with a second molecule of the aldehyde. Whereas the reaction of (S)-N-benzyl proline hydrazide 5 with butyl isocyanate and isothiocyanate gave the corresponding semicarbazide and thiosemicarbazide, respectively, of type 9, the unprotected (S)-proline hydrazide 2a yielded the 1:2 adducts 10. Thiosemicarbazide 9b underwent cyclization reactions under basic (NaOH) and acidic (H2SO4) conditions to yield (S)-prolinyl- substituted 1,2,4-triazole-3-thione 11 and 1,3,4-thiadiazole-2-amine 12, respectively.