500136-11-8

Basic information

• Product Name: 3-Pyrrolidinecarboxylic acid, 5-[(ethoxycarbonyl)hydrazono]-1-(phenylmethyl)-, methyl ester
• CAS NO: 500136-11-8
• Molecular Formula: C16H21N3O4
• Molecular Weight: 319.36
• Mol File: 500136-11-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-Pyrrolidinecarboxylic acid, 5-[(ethoxycarbonyl)hydrazono]-1-(phenylmethyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pyrrolidinecarboxylic acid, 5-[(ethoxycarbonyl)hydrazono]-1-(phenylmethyl)-, methyl ester(500136-11-8)
• EPA Substance Registry System: 3-Pyrrolidinecarboxylic acid, 5-[(ethoxycarbonyl)hydrazono]-1-(phenylmethyl)-, methyl ester(500136-11-8)

Safety Data

• Hazardous Substances Data: 500136-11-8(Hazardous Substances Data)

Upstream product

• 874130-13-9 1-benzyl-5-thioxopyrrolidine-3-carboxylic acid methyl ester 
• 4114-31-2 ethylhydrazine carboxylate 
• 97-65-4 2-methylenesuccinic acid 
• 5733-86-8 1-benzyl-5-oxopyrrolidine-3-carboxylic acid 
• 51535-00-3 methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate 
• 100-46-9 benzylamine 

Relevant articles and documents

Synthesis of pyrrolo[2,3-d][1,2,3]thiadiazole-6-carboxylates via the Hurd-Mori reaction. Investigating the effect of the N-protecting group on the cyclization

A route to methyl pyrrolo[2,3-d][1,2,3]thiadiazole-6-carboxylates as potential plant activators and inducers of systemic acquired resistance (SAR) is reported. A synthetic strategy based on cyclization of the thiadiazole ring system utilizing thionyl chloride via the Hurd-Mori protocol as key step was developed. Success of the ring closure reaction turned out to be highly dependent on the nature of the N-protecting group of the pyrrolidine precursor. While electron donors such as alkyl gave only poor conversion to the required 1,2,3-thiadiazoles, an electron withdrawing substituent such as methyl carbamate gave superior yields.