HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropyl Ether → Ethyl thiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropyl Ether | HCID 7914 | — |
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | Ethyl 2-(2,4,5-trimethoxybenzamido)thiazole-4-carboxylate | HCID 10215672 | — |
| Reactant | {2-[Bis(propan-2-yl)amino]ethyl}(methyl)amine | HCID 14979281 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | Ethyl thiazole-4-carboxylate | HCID 5003096 | 86% |
Reaction Steps
A suspension (1.5 ml) of 2-[N-(2,4,5-trimethoxybenzoyl)amino]-4-(ethoxycarbonyl)-1,3-thiazole (732 mg) and N,N-diisopropyl-N′-methylethylenediamine (1.60 g) in dimethylacetamide was stirred at 140° C. for 5 hours. To the reaction mixture, an aqueous solution of potassium hydrogensulfate, a small quantity of ethyl acetate, and a small quantity of isopropyl ether were added for precipitation of crystals. Crystals so precipitated were collected by filtration and dried to thereby obtain 601 mg of 2-[N-4,5-dimethoxy-2-hydroxybenzoyl)amino]-4-(ethoxycarbonyl)-1,3-thiazole (yield: 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06197970B1 |
| Source dataset | uspto-grants-2001_03 |
| ORD ID | ord-06ef2abc228440ea833526d750d89309 |
| Source note | uspto-grants-2001_03 |