260788-12-3

Basic information

• Product Name: tert-butyl 2-tosylhydrazine-1-carboxylate
• Synonyms: tert-butyl 2-tosylhydrazine-1-carboxylate
• CAS NO: 260788-12-3
• Molecular Weight: 286.352
• Mol File: 260788-12-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl 2-tosylhydrazine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 2-tosylhydrazine-1-carboxylate(260788-12-3)
• EPA Substance Registry System: tert-butyl 2-tosylhydrazine-1-carboxylate(260788-12-3)

Safety Data

• Hazardous Substances Data: 260788-12-3(Hazardous Substances Data)

Upstream product

• 227015-10-3 1-tert-butoxycarbonyl-1-tosylhydrazine 
• 80-70-6 N,N,N',N'-tetramethylguanidine 

Downstream Products

• 32884-74-5 3-[(4-methylphenyl)sulfanyl]-1H-indole 
• 500551-32-6 N-benzoyl-1-[(4-methylphenyl)sulfonyl]hydrazide 
• 886-65-7 trans,trans-1,4-Diphenyl-1,3-butadiene 
• 80312-88-5 tert-butyl 2S-(3-hydroxy-2-((4-methylphenyl)sulfonamido)propyl)carbamate 

Relevant articles and documents

An unprecedented rearrangement of a 1,1-diprotected hydrazine derivative. Structure revision of a catalyst-containing by-product

Treatment of 1-Boc-1-tosyl-hydrazine with 1,1,3,3-tetramethylguanidine (TMG) gave rise to two products, one containing and the other not containing TMG. The latter was identified as 1-Boc-2-tosyl-hydrazine. This rearrangement provided useful insight into the nature of the first product that had previously been isolated and assigned an incorrect tentative structure. To rationalize the results a plausible mechanism via a common intermediate, involving TMG as a nucleophilic catalyst is proposed. A simpler procedure for the preparation of the starting material is also presented.