144809-98-3

Upstream product

• 1074-52-8 ammonium N-phenyldithiocarbamate 
• 17606-70-1 (4Z)-4-benzylidene-2-phenyl-1,3-oxazol-5(4H)-one 
• 40231-24-1 N-phenyldithiocarbamic acid 

Downstream Products

• 144809-89-2 N-((5R,6R)-4-Oxo-3,6-diphenyl-2-thioxo-[1,3]thiazinan-5-yl)-benzamide 

Relevant academic research and scientific papers

A convenient synthesis of new 2-peptidylimino[1, 3]thiazin-4-ones

Michael addition of sulphur nucleophiles, N-aryldithiocarbamic acids (2a, b) to 4-arylidene-5(4H)-oxazolones (1a, b) followed by ring transformation of the resultant Michael adducts (3a-d) yields 3, 6-diaryl-5-benzamido-2-thioxoperhydro[1, 3]thiazin-4-ones (4a-d) in a one-pot procedure. Compounds 4a-d have been converted to the corresponding bis(3, 6-diaryl-5-benzamido-2-ethylthio-4-oxoperhydro[1, 3]thiazin-2-ylium) sulphates (5a-d). 5a-d undergo addition-elimination with nitrogen nucleophiles, such as peptides (gly.gly and gly.L-ala) to give the new 3, 6-diaryl-5-benzamido-2-peptidylimino[1, 3]thiazin-4-ones (7a-h). The compounds 4, 5 and 7 have been compared with a commercial fungicide, Dithane M-45, for their fungitoxicity against A. solani and F. oxysporum.

A new route for the convenient synthesis of 5-acrylamino-3,6-diarylperhydro-2-thioxo-1,3-thiazin-4-ones

Michael-type addition of N-aryldithiocarbamic acids 2a-c to 4-arylidene-5-oxazolones 1a-c followed by ring transformation of the resulting Michael adducts 3a-i yielded new 5-acylamino-3,6-diarylperhydro-2-thioxo-1,3-thiazin-4-ones 4a-i in one pot.