반응 #40366

반응 방정식

5-chloro-2-(2,5-dimethyl-4-nitrophenoxy)-N-ethyl-N-methylpyrimidin-4-amine

methanol

→

2-(4-amino-2,5-dimethylphenoxy)-5-chloro-N-ethyl-N-methylpyrimidin-4-amine

용매

hydrochloric acid

반응 조건

후처리

1. 1
   온도the mixture was refluxed for 4 h
2. 2
   여과was filtered by suction
3. 3
   workup.ADDITIONEthyl acetate was added
4. 4
   기타the organic layer was separated
5. 5
   건조dried over magnesium sulfate
6. 6
   농축concentrated in vacuo and column chromatography (cyclohexane/ethyl acetate, 1:1)
7. 7
   기타yielded 4.6 g (72%) with a purity of 96% log P (pH=2.3)=1.88

실험 절차

To a solution of 8.86 g (20 mmol) 5-chloro-2-(2,5-dimethyl-4-nitrophenoxy)-N-ethyl-N-methylpyrimidin-4-amine in 50 ml hydrochloric acid and 50 ml methanol 13.5 g (60 mmol) tin-(II)-dichloro dihydrate was added and the mixture was refluxed for 4 h. After cooling down to ambient temperature the formed precipitate was filtered by suction, solved in water and brought to pH 8 with aqueous solution of sodium hydroxide. Ethyl acetate was added and the organic layer was separated, dried over magnesium sulfate, concentrated in vacuo and column chromatography (cyclohexane/ethyl acetate, 1:1) yielded 4.6 g (72%) with a purity of 96% log P (pH=2.3)=1.88.

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