HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Hydroxide → Ethyl 2-amino-4-(propan-2-yl)-1,3-thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Ethyl isobutyrylacetate | HCID 81583 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 2-amino-4-(propan-2-yl)-1,3-thiazole-5-carboxylate | HCID 824436 | 92% |
Reaction Steps
To a solution of 4-methyl-3-oxo-pentanoic acid ethyl ester (10 g, 63.2 mmol) in dichloromethane (150 mL) at 0° C. is added SO2Cl2 (5.64 mL, 69.5 mmol). The reaction mixture is stirred at ambient temperature for 1 hour. The reaction mixture is extracted with water (30 mL). To the aqueous layer is added 1,4-dioxane (60 mL) followed by thiourea (8.8 g, 63.2 mmol). The mixture is stirred at 80° C. overnight and cooled to room temperature. The reaction mixture is adjusted to pH 12 with conc. NH4OH and filtered. The filter cake is washed with water to give the title compound (12.4 g, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863302B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-c1b0fda251fc4c1ab299f85a1b6b9cfd |
| Source note | uspto-grants-2011_01 |