HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-[4-(Benzyloxy)phenyl]thiourea → Methyl 4-(2-{[4-phenylmethoxyphenyl]amino}(1,3-thiazol-4-yl))-5-methylthiothiophene-2-carboxylate hydrobromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-[4-(Benzyloxy)phenyl]thiourea | HCID 2060579 | — |
| Reactant | Methyl 5-methylthio-4-(2-{[4-(phenylmethoxy)phenyl]amino}(1,3-thiazol-4-yl))thiophene-2-carboxylate | HCID 18537080 | — |
| Reactant | Methyl 4-(2-bromoacetyl)-5-methylthiothiophene-2-carboxylate | HCID 86583828 | — |
| Product | Methyl 4-(2-{[4-phenylmethoxyphenyl]amino}(1,3-thiazol-4-yl))-5-methylthiothiophene-2-carboxylate hydrobromide | HCID 86583836 | 76% |
Reaction Steps
Methyl 5-methylthio-4-(2-{[4-(phenylmethoxy)phenyl]amino}(1,3-thiazol-4-yl))thiophene-2-carboxylate: Methyl 4-(2-bromoacetyl)-5-methylthiothiophene-2-carboxylate (336.3 mg, 1.08 mmol) was allowed to react with 4-benzyloxyphenyl thiourea (279 mg) as described in Example 154, step (a) to give 450 mg (76% yield) of methyl 4-(2-{[4-phenylmethoxyphenyl]amino}(1,3-thiazol-4-yl))-5-methylthiothiophene-2-carboxylate hydrobromide. Mass Spectrum (ESI) m/z calcd. for C23H20N2O3S3, 468.61 (M+H), found 469.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562840B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-69e06b7e908f45e696d5c9a156dce469 |
| Source note | uspto-grants-2003_05 |