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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25080Generated: October 31, 2026

Methanol → (+/-)-8-Methyl-7-(2-methyl-3-oxo-2,3-dihydro-1,2,4-thiadiazol-5-yl)-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

https://huagongshe.com/reaction/25080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBromineHCID 24408—
Reactant(+/-)-1-Methyl-3-{8-methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine-7-carbothioyl}-ureaHCID 86593814—
SolventChloroformHCID 6212—
Product(+/-)-8-Methyl-7-(2-methyl-3-oxo-2,3-dihydro-1,2,4-thiadiazol-5-yl)-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepineHCID 2256549682%

Reaction Steps

To an ice cooled stirred solution of 0.44 g (1.0 mmol) of the starting material XXVII in 8 ml of chloroform a solution of 0.19 g (1.2 mmol) of bromine in 3 ml of chloroform was added. After 0.5 h the reaction mixture was diluted with 15 ml of chloroform and washed with sodium hydrogen carbonate solution and water. The residue obtained on concentration was stirred with methanol and filtered to yield 0.36 g (82%) of the title compound. Mp.: 296° C. after recrystallization from ethyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858605B2
Source datasetuspto-grants-2005_02
ORD IDord-20f6119f8dc742118769727308234a2c
Source noteuspto-grants-2005_02