Water → 2-(4,6-Dimethoxypyrimidine-2-yl)acetonitrile

HRID 344576노트

반응식

HRID 344576 반응식
[C-:1]#[N:2].[Na+].Cl[CH2:5][C:6]1[N:11]=[C:10]([O:12][CH3:13])[CH:9]=[C:8]([O:14][CH3:15])[N:7]=1.O>CS(C)=O>[C:1]([CH2:5][C:6]1[N:11]=[C:10]([O:12][CH3:13])[CH:9]=[C:8]([O:14][CH3:15])[N:7]=1)#[N:2]

참가 물질

5

반응물 3

HCID 962WaterHCID 8929Sodium CyanideHCID 109652792-(Chloromethyl)-4,6-dimethoxypyrimidine

생성물 1

HCID 145806742-(4,6-Dimethoxypyrimidine-2-yl)acetonitrile수율 58%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

16.7 g of dried sodium cyanide are dissolved in 850 ml of dimethyl sulfoxide at 90° C. under N2 protective gas. At this temperature, 52.8 g of 2-chloromethyl-4,6-dimethoxypyrimidine, dissolved in 280 ml of dimethyl sulfoxide, are added dropwise over the course of 2 hours. Stirring is continued for 1 hour at 90° C., and the mixture is cooled to room temperature and poured into 300 ml of water. The aqueous phase is extracted seven times using ether, and the combined organic phases are washed using saturated aqueous sodium chloride solution, dried over magnesium sulfate and evaporated in a rotary evaporator. This gives 29.1 g of crude product, from which 2-cyanomethyl-4,6-dimethoxypyrimidine of melting point 65°-67° C. are obtained after column chromatography (SiO2 ; CH2Cl2 /CH3OH; 98.5/1.5).

후처리

  1. additionare added dropwise over the course of 2 hours
  2. extractionThe aqueous phase is extracted seven times
  3. washthe combined organic phases are washed
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in a rotary evaporator

출처 및 근거

ORD 기록
ord-3e2838a069f84763940e5d1b25a2f2c0
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05053072

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