853995-64-9

Basic information

• Product Name: methyl N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-anthranilate
• Synonyms: methyl N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-anthranilate
• CAS NO: 853995-64-9
• Molecular Weight: 286.763
• Mol File: 853995-64-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: methyl N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-anthranilate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-anthranilate(853995-64-9)
• EPA Substance Registry System: methyl N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-anthranilate(853995-64-9)

Safety Data

• Hazardous Substances Data: 853995-64-9(Hazardous Substances Data)

Upstream product

• 75318-43-3 4,5-dichloro-1,2,3-dithiazolium chloride 
• 134-20-3 2-carbomethoxyaniline 

Downstream Products

• 84-26-4 rutaecarpine 
• 32725-30-7 2,3-dihydroimidazo<2,1-b>quinazolin-5(1H)-one 
• 490028-91-6 3-(4-chloro-phenyl)-4-oxo-3,4-dihydro-quinazoline-2-carbonitrile 
• 169778-78-3 methyl N-(cyanothioformyl)anthranilate 
• 459157-64-3 2-cyano-3-[2-(indol-3-yl)ethyl]-4(3H)-quinazolin-4-one 
• 64843-09-0 3-amino-4-oxo-3,4-dihydro-quinazoline-2-carbonitrile 
• 607-19-2 3-methyl-2,4(1H,3H)-quinazolinedione 

Relevant articles and documents

Microwave-assisted regioselective N-alkylation of cyclic amidines

A simple and efficient methodology for regioselective alkylation of exocyclic nitrogen of cyclic amidines was developed by microwave-assisted heating in the presence of amines. Novel N-alkylated 3,4-dihydropyrazino[2,1-b]quinazolin-6-ones were prepared in

A short synthesis of quinazolinocarboline alkaloids rutaecarpine, hortiacine, euxylophoricine A and euxylophoricine D from methyl N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)anthranilates

Reactions of methyl N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)anthranilates with tryptamine at room temperature produced 2-cyano-3-[2-(indol-3-yl)ethyl]-4(3H)-quinazolinones, which underwent cyclization on heating with TFAA/HCl(g) to afford quinazolinocarboline alkaloids rutaecarpine (1a), hortiacine (1b), euxylophoricine A (1c) and euxylophoricine D (1d) in excellent yields.

3,1-Benzoxazin-4-ones, 3,1-Benzothiazin-4-ones and N-Arylcyanothioformamides

Anthranilic acid and 4,5-dichloro-1,2,3-dithiazolium chloride 1 give the delicate dithiazoloimino carboxylic acid 8 which on mild thermolysis gives 2-cyano-3,1-benzoxazin-4-one 6 and with triphenylphosphine gives 2-cyano-3,1-benzothiazin-4-one 7, both quantitatively; in general N-aryliminodithiazoles 2 with triphenylphosphine give the corresponding cyanothioformanilides 3, providing a route to these compounds from anilines in two mild steps.