HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formamide → 9-methoxy-4-oxo-3H-benzothieno[3,2-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formamide | HCID 713 | — |
| Reactant | Methyl 3-amino-4-methoxy-1-benzothiophene-2-carboxylate | HCID 10799875 | — |
| Product | 9-methoxy-4-oxo-3H-benzothieno[3,2-d]pyrimidine | HCID 135504076 | 22.5% |
Reaction Steps
A mixture of methyl 3-amino-4-methoxybenzothiophene-2-carboxylate (202 mg, 0.85 mmol) and formamide (2 mL) is heated at 135 C. for 1 hr and the temperature is raised to 190 C. After 8 hr the reaction is cooled to r.t. Upon-cooling, black solid forms and is collected by filtration. The precipitate is air dried to give 9-methoxy-4-oxo-3H-benzothieno[3,2-d]pyrimidine (45 mg, 22.5%). 1H NMR (DMSO) δ12.0 (1H, brs), 8.31 (1H, s)7.70-7.55 (2H, m), 7.10 (1H, d, J=7.7 Hz), 3.97 (3H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06596726B1 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-f0f7211a420c4e1c94d8f7b4d0816e14 |
| Source note | uspto-grants-2003_07 |