81837-94-7

Basic information

• Product Name: 5(4H)-Thiazolethione, 4,4-dimethyl-2-phenyl-
• CAS NO: 81837-94-7
• Molecular Formula: C11H11NS2
• Molecular Weight: 221.347
• Mol File: 81837-94-7.mol

Chemical Properties

• CAS DataBase Reference: 5(4H)-Thiazolethione, 4,4-dimethyl-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 5(4H)-Thiazolethione, 4,4-dimethyl-2-phenyl-(81837-94-7)
• EPA Substance Registry System: 5(4H)-Thiazolethione, 4,4-dimethyl-2-phenyl-(81837-94-7)

Safety Data

• Hazardous Substances Data: 81837-94-7(Hazardous Substances Data)

Upstream product

• 54016-23-8 N-(1-Carbamoyl-1-methylethyl)benzamid 
• 54930-66-4 N-<1-(N,N-Dimethylcarbamoyl)-1-methylethyl>benzamid 
• 81837-96-9 N-<1-(N,N-Dimethylthiocarbamoyl)-1-methylethyl>benzamid 
• 98-91-9 thiobenzoic acid 
• 98-88-4 benzoyl chloride 
• 7563-05-5 4,4-dimethyl-2-phenyl-5-oxazolone 
• 65-85-0 benzoic acid 

Downstream Products

• 107195-18-6 4,5-dihydro-4,4-dimethyl-5-(methylsulfanyl)-2-phenyl-1,3-thiazole 
• 132900-70-0 2-Ethyl-9,9-dimethyl-7-phenyl-1-oxa-4,6-dithia-8-azaspiro<4.4>non-7-en 
• 132900-71-1 9,9-Dimethyl-3,7-diphenyl-1-oxa-4,6-dithia-8-azaspiro<4.4>non-7-en 
• 132900-71-1 (5S,8S)-4,4-Dimethyl-2,8-diphenyl-6-oxa-1,9-dithia-3-aza-spiro[4.4]non-2-ene 
• 107195-31-3 2-Methyl-dithiopropionsaeure-butylester 
• 90854-95-8 4,4-Dimethyl-2,7,9,9-tetraphenyl-1,6-dithia-3,8-diazaspiro<4.4>nona-2,7-dien 
• 90854-91-4 4,4-Dimethyl-2,7-diphenyl-1,6-dithia-3,8-diazaspiro<4.4>nona-2,7-dien 

Relevant articles and documents

2,4-Bis(4-methylphenylthio)-1,3,2λ5,4λ5-dithiadiphosphetane-2,4-dithione: A New Reagent for Thiation of N,N-Disubstituted Amides

As a new reagent for the thiation of amides, the easily accessible 2,4-bis(4-methylphenylthio)-1,3,2λ5,4λ5-dithiadiphosphetane-2,4-dithione (9) shows a remarkable selectivity.This selectivity - the preferred thiation of N,N-disubstituted amides - is complementary to the one of the well known Lawesson reagent.Thiation of diamides of type 2 with 9 leads via cyclization of the corresponding dithiodiamides directly to 1,3-thiazole-5(4H)-thiones 1.

Synthesis of 4,4-Disubstituted 1,3-Thiazol-5(4H)-thiones

An easy synthesis for the 1,3-thiazol-5(4H)-thiones 5, a class of heterocycles which have hitherto only been available with difficulty, is described.Reaction of 3-amino-2H-azirines 25 with thiocarboxylic acids at 0 deg yields monothiodiamides of type 20 (Scheme 6) which, on treatment with Lawesson reagent at 100 deg, undergo thiation and cyclization to give 5 in good yield.

1,3-Dipolare Cycloadditionen von 2-(Benzonitrilio)-2-propanid mit 4,4-Dimethyl-2-phenyl-2-thiazolin-5-thion und Schwefelkohlenstoff

Irradiation of 2,2-dimethyl-3-phenyl-2H-azirine (11) in the presence of 4,4-dimethyl-2-phenyl-2-thiazolin-5-thione (7) yields a mixture of the three (1:1)-adducts 8, 12 and 13 (Schemes 3 and 6).The formation of 8 and 12 can be explained by 1,3-dipolar cyc