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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 436146Generated: October 27, 2026

Dimethylformamide → 4,9-Dihydro-9-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

https://huagongshe.com/reaction/436146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant4,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-oneHCID 12521641—
SolventWaterHCID 962—
Product4,9-Dihydro-9-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-oneHCID 20392250—

Reaction Steps

To a stirred mixture of 0.84 g. of 4,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one and 0.18 g. of 55% sodium hydride-mineral oil dispersion in 25 ml. of dimethylformamide is added 0.3 ml. of methyl iodide. The reaction mixture is stirred for 2.5 hours, cooled, diluted with water and filtered. The solid product is recrystallized from methanol-water to give pale yellow crystals, m.p. 195°-198° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04007272
Source datasetuspto-grants-1977_02
ORD IDord-464a81f81d234e15b9bf668e99004aa4
Source noteuspto-grants-1977_02