HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 2-Ethyl-4-methoxybenzothiazole-7-carboxylic acid (2-methyl-2H-pyrazol-3-yl)amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 2-Methyl-2H-pyrazol-3-ylamine | HCID 136927 | — |
| Reactant | 2-Ethyl-4-methoxybenzothiazole-7-carboxylic acid | HCID 18357000 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-Ethyl-4-methoxybenzothiazole-7-carboxylic acid (2-methyl-2H-pyrazol-3-yl)amide | HCID 9905007 | 30% |
Reaction Steps
Starting from 2-ethyl-4-methoxybenzothiazole-7-carboxylic acid (0.2 g), oxalyl chloride (0.15 ml), dichloromethane (20 ml) and dimethylformamide (1 drop), followed by 2-methyl-2H-pyrazol-3-ylamine (0.17 g), triethylamine (0.24 ml) and dichloromethane (40 ml). Purification by flash chromatography (eluent 10% methanol/dichloromethane) yielded the title compound as a yellow solid (0.08 g). TLC Rf 0.52 (10% methanol in dichloromethane), Mpt 185-186° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313116B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-abedb03cdb2f4a59b409fcb23003e02f |
| Source note | uspto-grants-2001_11 |