Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 482709Generated: October 27, 2026

Dichloromethane → Trans-6-Cyano-3,4-dihydro-2,2-dimethyl-4-(N-methylureido)-2H-1-benzopyran-3-ol

https://huagongshe.com/reaction/482709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantMethyl IsocyanateHCID 12228—
Reactant(3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrileHCID 10943936—
ProductTrans-6-Cyano-3,4-dihydro-2,2-dimethyl-4-(N-methylureido)-2H-1-benzopyran-3-olHCID 67831194—

Reaction Steps

Trans-4-amino-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-3-ol (2.00 g) in dichloromethane (30 ml) was added dropwise to a stirred solution of methyl isocyanate (0.54 ml) in dichloromethane (15 ml), the temperature being maintained at below 10° C. After 15 min a white precipitate formed and the reaction mixture was allowed to reach room temperature. The solid was filtered and recrystallised from dichloromethane to give the title compound (1.30 g) as crystals of m.p. 143°-146° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04575511
Source datasetuspto-grants-1986_03
ORD IDord-aec2cfa21ea043fbabb84b88ce05020c
Source noteuspto-grants-1986_03