4,6-DICHLORO-5-PYRIMIDINECARBOXAMIDE synthesis
- Product Name:4,6-DICHLORO-5-PYRIMIDINECARBOXAMIDE
- CAS Number:911461-47-7
- Molecular formula:C5H3Cl2N3O
- Molecular Weight:192
87600-97-3
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Yield:911461-47-7 83.2%
Reaction Conditions:
with ammonia in tetrahydrofuran at 20;
Steps:
24.2 Step 2) 4,6-dichloropyrimidine-5-carboxamide
A solution of 4,6-dichloropyrimidine-5-carbonyl chloride (36 g, 170 mmol) in THF (200 mL) under NH3 gas atmosphere was stirred at rt. The reaction was monitored by TLC until the stating material disappeared. The reaction mixture was concentrated in vacuo and the residue was partitioned between EtOAc (300 mL) and H2O (100 mL). The aqueous phase was extracted with EtOAc (100 mL×2). The combined organic phase was washed with brine (100 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give the title compound as a yellow solid (27.2 g, yield: 83.2%). [0683] MS (ESI, pos. ion) mz: 191.9 [M+H]+; [0684] 1H NMR (600 MHz, CDCl3) δ (ppm): 8.85 (s, 1H), 6.23 (br. s, 1H), 5.96 (br. s, 1H).
References:
US2015/87658,2015,A1 Location in patent:Paragraph 0682; 0683; 0684
5305-40-8
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