19090-58-5

Basic information

• Product Name: N-isobutylthiobenzamide
• Synonyms: N-isobutylthiobenzamide
• CAS NO: 19090-58-5
• Molecular Weight: 193.313
• Mol File: 19090-58-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-isobutylthiobenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-isobutylthiobenzamide(19090-58-5)
• EPA Substance Registry System: N-isobutylthiobenzamide(19090-58-5)

Safety Data

• Hazardous Substances Data: 19090-58-5(Hazardous Substances Data)

Upstream product

• 5705-57-7 N-isobutyl-benzamide 
• 78-81-9 isobutylamine 
• 2227-79-4 benzenecarbothioamide 
• 64-17-5 ethanol 
• 7783-06-4 hydrogen sulfide 
• 100-47-0 benzonitrile 
• 117067-51-3 N-(1-Benzotriazol-1-yl-2-methyl-propyl)-thiobenzamide 
• 5873-86-9 methyl thiobenzoate 

Downstream Products

• 83927-19-9 N-Isobutyl-thiobenzimidic acid phenyl ester 
• 882-33-7 diphenyldisulfane 
• 89873-90-5 N-(2-Methyl-1-thiobenzoyl-propyl)-benzamide 

Relevant articles and documents

NaOTs-promoted transition metal-free C-N bond cleavage to form C-X (X = N, O, S) bonds

Multifunctional transformation of amide C-N bond cleavage is reported. The protocol applies to benzamide, thioamide, alcohols, and mercaptan under similar reaction conditions catalyzed by NaOTs. It is noteworthy that NaOTs can not only be recycled and reused for up to three cycles without significant loss in catalytic activity, but also catalyze gram-grade reactions. This study provides a novel solution with mild conditions and a simple procedure for transformation of multiple amides.

A GENERAL METHOD FOR THE N-ALKYLATION OF THIOAMIDES.

Thioamides are N-alkylated in a two-step procedure: (i) Reaction with an aldehyde and benzotriazole yields an adduct which is (ii) reduced to the N-alkylthioamide by NaBH4.