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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25065Generated: October 25, 2026

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

https://huagongshe.com/reaction/25065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant(+/-)-8-Methyl-5-(4-nitrophenyl)-7-thiocarbamoyl-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepineHCID 12137394—
Reactant2-Bromo-1,1-dimethoxypropaneHCID 12293010—
SolventWaterHCID 962—
Product(+/-)-8-Methyl-7-(5-methyl-thiazol-2-yl)-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepineHCID 1213742466%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 1.50 g (3.90 mmol) of starting material I, 3.57 g (19.50 mmol) of 2-bromopropionaldehyde dimethyl acetal and 15 ml of dimethylformamide was stirred at 90° C. for 1.5 h. Then the reaction mixture was diluted with water and the crude product obtained was purified by column chromatography using silica gel (MN Kieselgel 60; Macherey-Nagel, Düren, Germany) as adsorbent and a mixture of toluene-ethyl acetate (16:1) as eluent to yield 1.08 g (66%) of the title compound; Mp.: 193-195° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858605B2
Source datasetuspto-grants-2005_02
ORD IDord-058eb0d520574b10a934d9faf9876303
Source noteuspto-grants-2005_02