Dimethyl Sulfoxide → Benzaldehyde, 2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]-

HRID 704293노트

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HRID 704293 반응식
Cl[C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([O:10][CH3:11])[N:3]=1.[CH:12]1[CH:17]=[C:16]([CH:18]=[O:19])[C:15]([OH:20])=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+].CS(C)=O>O>[CH3:11][O:10][C:4]1[CH:5]=[C:6]([O:8][CH3:9])[N:7]=[C:2]([O:20][C:15]2[CH:14]=[CH:13][CH:12]=[CH:17][C:16]=2[CH:18]=[O:19])[N:3]=1

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 6998SalicylaldehydeHCID 11430Potassium CarbonateHCID 51523232-Chloro-4,6-dimethoxypyrimidine

생성물 1

HCID 820623Benzaldehyde, 2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]-수율 99.9%

시약·촉매·용매 1

HCID 962Water용매

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온도
120 °C

실험 절차

A 500-ml four-necked flask was charged with a mixture of 105 g (0.6 mole) of 2-chloro-4,6-dimethoxypyrimidine, 79.4 g (0.65 mole) of salicylic aldehyde 48.3 g (0.35 mole) of potassium carbonate and 450 ml of dimethylsulfoxide. The mixture was gradually heated, and stirred at 120° C. for 3 hours. After the reaction mixture was cooled, it was poured into 2 l of water. Through the procedures of benzene extraction, washing with water, drying over anhydrous sodium sulfate and concentration, 156 g of the target product were obtained as a crude oil. It was purified further by silica gel chromatography to obtain 117.1 g of white crystals (yield: 75.0%).

후처리

  1. temperatureThe mixture was gradually heated
  2. temperatureAfter the reaction mixture was cooled
  3. extractionThrough the procedures of benzene extraction
  4. washwashing with water
  5. dry with materialdrying over anhydrous sodium sulfate and concentration

출처 및 근거

ORD 기록
ord-e989cb10e26d4c8bbe8ac96f0db85881
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04986846

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