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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1355821Generated: October 29, 2026

Dimethylformamide → HCID 689304, compound

https://huagongshe.com/reaction/1355821

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantFurfuralHCID 7362—
Reactant2-CyanoethanethioamideHCID 1416277—
Reactant2-HydroxybutanedinitrileHCID 21253562—
CatalystTriethylamineHCID 8471—
SolventEthanolHCID 702—
ProductHCID 689304HCID 68930471%

Reaction Steps

Following an adaptation of the method of Elghandour et al. (Ind. J. Chem. 1997, B36, 79), to a stirred solution of 3.98 g (60.3 mmol) malonitrile, 6.04 g (60.3 mmol) cyanothioacetamide and 5.0 ml (60.3 mmol) furfural in 100 ml ethanol and 5 ml DMF at 0° C. was added dropwise 0.4 ml (3.0 mmol) triethylamine and stirring was continued at 0° C. for 2 hours. The resulting crystals were collected by filtration and washed with ice-cold ether to afford 10.4 g (71%) 2,6-diamino-4-furan-2-yl-4H-thiopyran-3,5-dicarbonitrile as a white crystalline solid. EI-MS m/e (%): 244 (M+, 100), 211 ([M—SH]+, 64), 60 (50).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586441B2
Source datasetuspto-grants-2003_07
ORD IDord-ef82cd27590742e7bbd1ca6f721c9acd
Source noteuspto-grants-2003_07