Ethyl 2-aminothiazole-5-carboxylate synthesis
- Product Name:Ethyl 2-aminothiazole-5-carboxylate
- CAS Number:32955-21-8
- Molecular formula:C6H8N2O2S
- Molecular Weight:172.2
1001-26-9
17356-08-0
32955-21-8
1. N-bromosuccinimide (19.6 g, 0.11 mol) was slowly added to a water/dioxane (1:1, 100 mL) solution of ethyl 3-ethoxyacrylate (14.4 g, 0.1 mol) at -10 °C. 2. The reaction mixture was stirred at room temperature for 1 h. 3. After the addition of thiourea (7.6 g, 0.1 mol), the reaction mixture was was heated to 80 °C and maintained for 1 h. 4. Upon completion of the reaction, the solution was cooled to room temperature followed by the addition of ammonia (20 mL). 5. The resulting paste was stirred at room temperature for 10 min and then filtered. 6. The filter cake was washed with water and dried under vacuum to give the final product, ethyl 2-aminothiazole-5-carboxylate (12.1 g, 70% yield).
Yield:32955-21-8 95.7%
Reaction Conditions:
with potassium sulfide;copper in tetrahydrofuran;water at 55; for 1.5 h;Inert atmosphere;Temperature;
Steps:
1 Example 1
A method for the synthesis of an intermediate of dasatinib,The method comprises: under nitrogen protection,Ethyl 3-ethoxyacrylate (14.4 g, 100 mmol)And urea 12 g (200 mmol)And potassium sulfide 33. lg (300 mmol) of nano-copper powder 1.4 g (10%1 OOnm) under the catalytic 55 ° C contact reaction 1.5 hours,The solvent for the contact reaction was 100 ml of a 6: 1 by volume mixture of THF and H20,Cooled to room temperature,Poured into ice water,Dichloromethane extraction,The organic phase was concentrated,Washed,Then recrystallized from ethanol,Amino-thiazole-5-carboxylic acid ethyl ester of dasatinib as an intermediate, 16.5 g,The yield was 95.7%Purity 99.34%.
References:
Qingdao Chenda Biological Technology Co., Ltd.;Chen, Linghao CN106008393, 2016, A Location in patent:Paragraph 0034; 0035
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