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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1030212Generated: October 27, 2026

Dimethylformamide → trans-4-(2-cyanoiminothiazolidin-3-yl)-3,4-dihydro-3-hydroxy-6-mesyl-2,2-dimethyl-2H-1-benzopyran

https://huagongshe.com/reaction/1030212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant3,4-dihydro-3,4-epoxy-6-mesyl-2,2-dimethyl-2H-1-benzopyranHCID 14210389—
ReactantHCID 178512079HCID 178512079—
SolventWaterHCID 962—
Producttrans-4-(2-cyanoiminothiazolidin-3-yl)-3,4-dihydro-3-hydroxy-6-mesyl-2,2-dimethyl-2H-1-benzopyranHCID 8674566571.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3,4-dihydro-3,4-epoxy-6-mesyl-2,2-dimethyl-2H-1-benzopyran (1.5 g), 2-(cyanoimino)-thiazolidine (1.1 g), triethylamine (3 ml) and N,N-dimethylformamide (6 ml) was stirred at 100° C. for 5 hours. After cooling, the reaction mixture was poured into water. The precipitate was collected by filtration, washed well with water and dried in vacuo to give trans-4-(2-cyanoiminothiazolidin-3-yl)-3,4-dihydro-3-hydroxy-6-mesyl-2,2-dimethyl-2H-1-benzopyran (1.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05104890
Source datasetuspto-grants-1992_04
ORD IDord-c526317784ad45119d085d37471d424c
Source noteuspto-grants-1992_04