HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(2-Hydroxy-4-nitrophenyl)-3-phenylthiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-(2-tert-butyldimethysilyloxy-4-nitrophenyl)-N'-phenyl-thiourea | HCID 15524278 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(2-Hydroxy-4-nitrophenyl)-3-phenylthiourea | HCID 3865723 | 77% |
Reaction Steps
N-(2-Hydroxy-4-nitrophenyl)-N′-phenyl-2-thiourea was prepared by treating a solution of N-(2-tert-butyldimethysilyloxy-4-nitrophenyl)-N′-phenyl-thiourea (103 mg, 0.248 mmol) in CH3CN (1 mL) with Et3N.HF (100 uL, 0.62 mmol) in acetonitrile for 10 minutes at 23° C. The solution was concentrated and flushed through a silica pIug with EtOAc to afford the desired compound as an orange solid (55 mg, 77%). mp: 144-145° C.; 1H NMR (CD3OD/CDCl3): d 8.65 (d, 1H, J=10.0 Hz), 7.58 (d, 1H, J=10.0 Hz), 7.47 (d, 1H, J=1.25 Hz), 7.26 (m, 4H), 7.10 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06211373B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-0f7cffac481641e8a3fbb26896a08d62 |
| Source note | uspto-grants-2001_04 |