31583-39-8

Basic information

• Product Name: 3H-benzo[d][1,2]oxazine-1,4-dione
• Synonyms: 3H-benzo[d][1,2]oxazine-1,4-dione
• CAS NO: 31583-39-8
• Molecular Weight: 163.133
• Mol File: 31583-39-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3H-benzo[d][1,2]oxazine-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3H-benzo[d][1,2]oxazine-1,4-dione(31583-39-8)
• EPA Substance Registry System: 3H-benzo[d][1,2]oxazine-1,4-dione(31583-39-8)

Safety Data

• Hazardous Substances Data: 31583-39-8(Hazardous Substances Data)

Upstream product

• 31583-38-7 tert-butyl 1,4-dioxo-1,4-dihydro-3H-benzo[d][1,2]oxazine-3-carboxylate 
• 1582289-49-3 3-(1-methylethenyl)-1H-2,3-benzoxazine-1,4(3H)-dione 

Downstream Products

• 109923-22-0 4-(2-cyclohexenyloxy)-1-oxo-1H-2,3-benzoxazine 
• 109923-21-9 3-(2-cyclohexenyl)-4-hydro-1,4-dioxo-1H-2,3-benzoxazine 
• 109923-24-2 (1R,2S,3S,4R)-2,3,4-tri-O-benzyl-1-(1,4-dioxo-3,4-dihydro-1H-2,3-benzoxazin-3-yl)-5-(trityloxymethyl)-5-cyclohexene-2,3,4-triol 
• 109923-25-3 (1R,2S,3S,4R)-2,3,4-tri-O-benzyl-1-O-(1-oxo-1H-2,3-benzoxazin-4-yl)-5-(trityloxymethyl)-5-cyclohexene-1,2,3,4-tetrol 
• 109959-17-3 4-((1S,4R,5S,6S)-4,5,6-Tris-benzyloxy-3-trityloxymethyl-cyclohex-2-enyloxy)-benzo[d][1,2]oxazin-1-one 
• 32278-13-0 3-(dibenzylamino-methyl)-benzo[d][1,2]oxazine-1,4-dione 

Relevant articles and documents

Synthesis of 3,5-isoxazolidinediones and 1 H -2,3-benzoxazine-1,4(3 H)-diones from aliphatic oximes and dicarboxylic acid chlorides

The synthesis of the title compounds was carried out by reacting dicarboxylic acid chlorides with oximes in the presence of excess triethylamine. Disubstituted malonyl chlorides gave 2-alkenyl-4,4-dialkyl-3,5- isoxazolidinediones (8a-f) and 2,2′-ethylidene-bis[4,4-dialkyl-3,5- isoxazolidinedione]s (9a-f). Compounds 9 were formed from 8 and its N-unsubstituted 3,5-isoxazolidinedione decomposition product. Phthaloyl chlorides reacted with acetone oxime to yield 3-(1-methylethenyl)-1H-2,3- benzoxazine-1,4(3H)-diones (16a-e). Products 16 spontaneously decomposed to give N-unsubstituted 1H-2,3-benzoxazine-1,4(3H)-diones (17a-e) at rates that were dependent on temperature and solvent. Kinetic studies showed that two of the compounds decomposed by zero-order kinetics under neutral conditions. Butanedioyl chloride did not produce a cyclic product.