HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 689304, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Furfural | HCID 7362 | — |
| Reactant | 2-Cyanoethanethioamide | HCID 1416277 | — |
| Reactant | 2-Hydroxybutanedinitrile | HCID 21253562 | — |
| Catalyst | Triethylamine | HCID 8471 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 689304 | HCID 689304 | 71% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06586441B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-ef82cd27590742e7bbd1ca6f721c9acd |
| Source note | uspto-grants-2003_07 |