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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 892345Generated: October 26, 2026

Methyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamate → methyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylate

https://huagongshe.com/reaction/892345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamateHCID 98708—
Reactant3,5-Diamino-2-methylbenzoic acidHCID 135524—
SolventDimethylformamideHCID 6228—
Productmethyl 2-oxo-2,3-dihydro-1H-1,3-benzodiazole-5-carboxylateHCID 10352553—

Reaction Steps

20 g (0.12 mol) of methyl 3,4-diaminobenzoate and 24.8 g (0.12 mol) of N,N'-dicarbomethoxy-S-methylisothiourea in 180 ml of DMF are heated under reflux for 4 hours. The DMF is then removed by distillation, the residue is vigorously stirred with water, and the crystals which have separated out are filtered off with suction and washed with water. After drying of the substance at 40° C. in vacuo, the product is suspended in acetone and then filtered off with suction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE033948
Source datasetuspto-grants-1992_06
ORD IDord-43bb4a9658ea4a95aabb178fe1999f0f
Source noteuspto-grants-1992_06