HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 178527970, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hydrazinecarboxaldehyde | HCID 12229 | — |
| Reactant | 2-(Isothiocyanatomethyl)furan | HCID 78380 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 178527970 | HCID 178527970 | 83.7% |
Reaction Steps
A solution of formic acid hydrazide (439 mg, 7.809 mmol) in pyridine (20 ml) was added to a solution of 2-isothiocyanatomethyl-furan (1 g, 7.185 mmol) in pyridine (20 ml). Reaction took place at room temperature overnight, and ethanol (20 ml) was added directly to the reaction and placed in 80C bath overnight. Solvent was evaporated and the title compound (1.09 g, 83%) was obtained from purification by SPE chromatography on silica gel with 500 ml 20%, 250 ml 25%, 250 ml 30%, 250 ml 35%, 250 ml 40%, and 250 ml 50% ethyl acetate in hexanes. 1H NMR (CD3OD), δ (ppm): 14.0 (bs, 1H), 8.19 (s, 1H), 7.52 (q, 1H), 6.52 (m, 1H), 6.42 (m, 1H), 4.90 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585881B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-fddb11e2fa3d415cbcf778f8e2af7f3b |
| Source note | uspto-grants-2009_09 |