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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1954351Generated: October 26, 2026

Dimethyl Sulfoxide → Diethyl 2-amino-6-{[(N-methylamino)-carbonyloxy-carbamoyl]-methyl}-azulene-1,3-dicarboxylate

https://huagongshe.com/reaction/1954351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantMethyl IsocyanateHCID 12228—
ReactantDiethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylateHCID 9863689—
SolventWaterHCID 962—
ProductDiethyl 2-amino-6-{[(N-methylamino)-carbonyloxy-carbamoyl]-methyl}-azulene-1,3-dicarboxylateHCID 23296717—

Reaction Steps

A mixture of 0.2 g (0.55 mmol) of diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate, 5 ml of dimethyl sulphoxide and 35 □l (0.6 mmol) of methyl isocyanate is stirred at room temperature for 18 hours. Thereafter, the mixture is diluted with water, extracted with dichloromethane and the extract is chromatographed on silica gel. Elution with ethyl acetate gives 60 mg (36% of theory) of the title compound of m.p. 222-224° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06121322
Source datasetuspto-grants-2000_09
ORD IDord-a28ba3edcafc41b9b29ee93afb7d5f3e
Source noteuspto-grants-2000_09