HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia acetate → 5,6-Dimethyl-2-phenylthieno[2,3-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia acetate | HCID 12432 | — |
| Reactant | Benzene, (triethoxymethyl)- | HCID 74268 | — |
| Reactant | 2-Amino-4,5-dimethyl-thiophene-3-carbonitrile | HCID 290236 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5,6-Dimethyl-2-phenylthieno[2,3-d]pyrimidin-4-amine | HCID 25224343 | 31% |
Reaction Steps
A mixture of 2-amino-4,5-dimethylthiophene-3-carbonitrile (152 mg, 1.0 mmol), ammonia acetate (308.3 mg, 4.0 mmol) and triethyl orthobenzoate (2.0 mL) in a sealed tube was put in a microwave at 200° C. for 20 min. After the reaction mixture was cooled to room temperature, it was diluted with EtOAc, washed with saturated NaHCO3 and H2O. The solvent was removed by vacuum and the residue was purified by preparative HPLC eluting with acetonitrile and water to give the title compound (80 mg, 31%). 1H NMR (400 MHz, CDCl3) δ2.45 (s, 3H), 2.48 (s, 3H), 5.34 (bs, 2H), 7.46-7.43 (m, 3H), 8.4-8.38 (m, 2H). MS 256 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541421B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-31dbe6461de143a3a798065fdbe430cf |
| Source note | uspto-grants-2013_09 |