HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 3-chloro-3-oxopropionate → 2-Ethoxycarbonylacetylamino-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 3-chloro-3-oxopropionate | HCID 118931 | — |
| Reactant | 2-Thiazolamine, 4-(4-methoxyphenyl)-5-(3-pyridinyl)- | HCID 3024894 | — |
| Reactant | Sodium hydrochloride | HCID 23872008 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Ethoxycarbonylacetylamino-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole | HCID 9800947 | 61% |
Reaction Steps
In 5 ml of dimethylformamide was dissolved 1 g of 2-amino-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole. To the solution was added under ice-cooling 580 mg of ethoxycarbonylacetylchloride. The mixture was stirred for 30 minutes, to which was then added a saturated aqueous solution of sodium hydrogen chloride. The resultant was subjected to extraction with ethyl acetate. The organic layer was washed with water, dried and concentrated, followed by recrystallization from tetrahydrofuran to give 850 mg (61%) of 2-ethoxycarbonylacetylamino-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole, m.p. 202°-203° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04612321 |
| Source dataset | uspto-grants-1986_09 |
| ORD ID | ord-cc950e1f0a1b4feeaab27ac04899405e |
| Source note | uspto-grants-1986_09 |