HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 2-Cyclopropyl-4-methoxybenzothiazole-7-carboxylic acid (3,5-dimethylisoxazol-4-yl)amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-Amino-3,5-dimethylisoxazole | HCID 182040 | — |
| Reactant | 2-Cyclopropyl-4-methoxybenzothiazole-7-carboxylic acid | HCID 18357008 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-Cyclopropyl-4-methoxybenzothiazole-7-carboxylic acid (3,5-dimethylisoxazol-4-yl)amide | HCID 9967933 | 24.3% |
Reaction Steps
Starting from 2-cyclopropyl-4-methoxybenzothiazole-7-carboxylic acid (0.20 g), oxalyl chloride (0.11 ml), dichloromethane (30 ml) and dimethylformamide (1 drop), followed by 3,5-dimethylisoxazol-4-amine (0.20 g), triethylamine (0.22 ml) and dichloromethane (30 ml). Purification by flash chromatography (eluent 50% ethyl acetate/heptane) yielded the title compound as a white solid (0.067 g). TLC Rf 0.33 (ethyl acetate); Mpt 196-197° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313116B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-fceccac26d6046be833bb838bde46541 |
| Source note | uspto-grants-2001_11 |