HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 66826119, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Urea | HCID 1176 | — |
| Reactant | 2-Phenylacetophenone | HCID 9948 | — |
| Reactant | HCID 86669351 | HCID 86669351 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66826119 | HCID 66826119 | 16% |
Reaction Steps
A mixture of 5-formyl-2-hydroxy-3-nitrobenzonitrile (Intermediate 61) (150 mg, 0.78 mmol), 1,2-diphenylethanone (153 mg, 0.78 mmol), urea (141 mg, 2.34 mmol), conc. hydrochloric acid (0.5 mL) in ethanol (3 mL) was refluxed for 37 hours. The mixture was evaporated and purified by prep.-HPLC (0.1% TFA as additive) to give Compound 122 (51 mg, yield 16%). HNMR (DMSO-d6, 400 MHz): δ 8.77 (s, 1H), 8.16 (d, J=2.0 Hz, 1H), 7.92 (d, J=2.4 Hz, 1H), 7.56 (d, J=2.0 Hz, 1H), 7.25-7.21 (m, 5H), 7.01-6.98 (m, 3H), 6.82-6.79 (m, 2H), 5.31 (d, J=2.8 Hz, 1H), MS (ESI): m/z 413.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067893B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-0bf98850c8ab46ba94818a940286bd83 |
| Source note | uspto-grants-2015_06 |