HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(3-Chloropropanamido)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloropropionyl chloride | HCID 69364 | — |
| Reactant | 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide | HCID 290223 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(3-Chloropropanamido)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide | HCID 1666398 | 79% |
Reaction Steps
2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (250 mg, 1.28 mmol) and triethylamine (0.18 mL, 1.28 mmol) were stirred in DCM (5 mL). 3-chloropropionylchloride (162 mg, 1.28 mmol) was added dropwise under a nitrogen atmosphere. Stirring was continued for 2 h. 2 M HCl (20 mL) was added and the reaction mixture extracted into DCM (3×50 mL). The combined DCM layers were washed with brine, dried over MgSO4, filtered and the solvent removed in vacuo to give the desired product as a yellow solid (290 mg, 1.01 mmol, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820707B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-f70242c89c05436b9e66bb60bcd8a260 |
| Source note | uspto-grants-2010_10 |