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

HRID 344568

反応式

HRID 344568 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
120 °C

実験手順

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%). Melting point: 76.0° about 76.5° C.

後処理

  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

出典と根拠

ORDレコード
ord-e1c7c33a9db2439b820966d43db03769
出典データセット
uspto-grants-1991_10
特許番号
US05053070

関連ノート

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