117759-80-5

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 124-13-0 Octanal 
• 2227-79-4 benzenecarbothioamide 
• 629-04-9 1-Bromoheptane 
• 117067-55-7 N-(benzotriazol-1-ylmethyl)thiobenzoamide 
• 117067-51-3 N-(1-Benzotriazol-1-yl-2-methyl-propyl)-thiobenzamide 
• 117759-81-6 N-<α-(benzotriazol-1-yl)nonyl>thiobenzamide 

Downstream Products

• 95-14-7 1,2,3-Benzotriazole 
• 117759-90-7 N-octylbenzothioamide 
• 117067-54-6 N-(1-Benzotriazol-1-yl-dodecyl)-thiobenzamide 
• 117759-81-6 N-<α-(benzotriazol-1-yl)nonyl>thiobenzamide 
• 117067-52-4 N-(1-Benzotriazol-1-yl-butyl)-thiobenzamide 
• 117067-51-3 N-(1-Benzotriazol-1-yl-2-methyl-propyl)-thiobenzamide 

Relevant academic research and scientific papers

Thioamidoalkylation of 1,3-dicarbonyl compounds, enol silyl ethers, and enamines

Novel syntheses of β-thioamido ketones via thioamido-alkylations of malonates, β-keto esters, β-diketones, enol silyl ethers, and enamines with N-(α-thioamidoalkyl)benzotriazoles are described. Georg Thieme Verlag Stuttgart.

Synthetic elaboration of N-substituents in thioamides

N-(Benzotriazol-1-ylmethyl)arylthioamides, readily prepared from arylthioamides, formaldehyde and benzotriazole, undergo lithiation followed by reactions with alkyl halides, aldehydes and ketones to introduce the expected N-substituents into the N-methylene group. Subsequent displacements of the benzotriazolyl group by Grignard reagents, alkoxide or thioalkoxide anions provide general access to a wide variety of N-substituted thioamides in good yields.

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.