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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2372383Generated: October 30, 2026

Chloroform → N-Methyl-(7-isopropoxycarbonyl-6-methyl-2,3-dihydropyrrolo-[2,1-b]thiazol-3-ylidene)acetamide

https://huagongshe.com/reaction/2372383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67755339HCID 67755339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductN-Methyl-(7-isopropoxycarbonyl-6-methyl-2,3-dihydropyrrolo-[2,1-b]thiazol-3-ylidene)acetamideHCID 4982496182.3%

Reaction Steps

15.3 g of N-methyl-(7-isopropoxycarbonyl-6-methyl-2,3,5,6-tetrahydropyrrolo[2,1-b]thiazol-3-ylidene)acetamide was dissolved in a solvent mixture comprising 300 ml of chloroform and 120 ml of tetrahydrofuran. Then 11.7 g of 2,3-dichloro-5,6-dicyano-parabenzoquinone was added thereto under stirring and cooling with cold water. After 0.5 hour, a saturated aqueous solution of sodium hydrogencarbonate was added thereto. After stirring, the insoluble matters were filtered off with the use of celite and the filtrate was extracted with chloroform. The chloroform phase was washed with water and a saturated aqueous solution of sodium chloride and dried. After distilling off the solvent, the obtained crude crystals were recrystallized from ethanol. Thus 12.5 g of the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05098919
Source datasetuspto-grants-1992_03
ORD IDord-30b34b19d7064fe8b6b56eb6b717cb26
Source noteuspto-grants-1992_03