2,4-Dichloro-5-methoxypyrimidine synthesis
- Product Name:2,4-Dichloro-5-methoxypyrimidine
- CAS Number:19646-07-2
- Molecular formula:C5H4Cl2N2O
- Molecular Weight:179
6623-81-0
19646-07-2
The general procedure for the synthesis of 2,4-dichloro-5-methoxypyrimidines from 5-methoxy-2,4-dihydroxypyrimidines was as follows: 5-methoxy-2,4-dihydroxypyrimidines (45 g, 0.316 mol), phosphorus trichloride (225 mL, 0.88 mol), and N,N-dimethylaniline (45 mL, 0.391 mol) were mixed, and the reaction was carried out at reflux for 2 hours. After completion of the reaction, the mixture was quenched by slowly pouring it into crushed ice (80 g). The product was extracted with ether and subsequently purified by recrystallization from light petroleum ether (boiling point: 40-60 °C) to afford 2,4-dichloro-5-methoxypyrimidine (43 g, 75% yield). Results of mass spectrometry analysis: (ES+) m/z 179 [M+H]+.
6623-81-0
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19646-07-2
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Yield:19646-07-2 75%
Reaction Conditions:
with N,N-dimethyl-aniline;trichlorophosphate for 2 h;Reflux;
Steps:
Intermediate 2: 2,4-Dichloro- -methoxypyrimidine2,4-Dihydroxy-5-methoxypyrimidine (45g, 0.316mol), phosphorous oxychloride (225mL, 0.88mol), and Ν,Ν-dimethylaniline (45mL, 0.391mol) were heated under reflux for 2h. The mixture was poured onto crushed ice (80 g.), and the product collected in ether. Recrystallisation from light petroleum (b.p: 40-60 °C) gave 2,4- dichloro-5-methoxypyrimidine (43g, 75%).Mass: (ES+) 179 (M+H)+
References:
WO2011/144577,2011,A1 Location in patent:Page/Page column 24
6623-81-0
284 suppliers
$6.00/1g
19646-07-2
340 suppliers
$15.00/1g