HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylamine → 2-chloro-N-ethyl-4-thiazolecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Chloro-1,3-thiazole-4-carboxylic acid | HCID 21803026 | — |
| Reactant | 2-Chloro-1,3-thiazole-4-carbonyl chloride | HCID 45081536 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-chloro-N-ethyl-4-thiazolecarboxamide | HCID 18630028 | — |
Reaction Steps
2-Chloro-4-thiazolecarboxylic acid chloride (prepared from 2-chloro-4-thiazolecarboxylic acid, thionyl chloride and a catalytic amount of DMF) was reacted with 70% ethylamine in water to yield 2-chloro-N-ethyl-4-thiazolecarboxamide. This compound was reacted with TMSCl using the method of step c of Example 248. Purification by flash chromatography with 3% ethyl acetate-hexane gave 2.5 g of the title compound as a light yellow oil in 55.6% yield. nD26 1.5313.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05811411 |
| Source dataset | uspto-grants-1998_09 |
| ORD ID | ord-dfd85ba49d0d42c4946aec338a747622 |
| Source note | uspto-grants-1998_09 |