Thionyl Chloride → HCID 22145673、化合物

HRID 398249ノート

反応式

HRID 398249 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([C:8](O)=[O:9])[CH:5]=[CH:4][C:3]=1[O:11][CH3:12].S(Cl)([Cl:15])=O>CN(C)C=O.C1C=CC=CC=1>[Cl:1][C:2]1[N:7]=[C:6]([C:8]([Cl:15])=[O:9])[CH:5]=[CH:4][C:3]=1[O:11][CH3:12]

参加物

5

反応物 2

HCID 24386Thionyl ChlorideHCID 74719706-Chloro-5-methoxy-2-pyridinecarboxylic acid

生成物 1

HCID 22145673HCID 22145673、化合物収率 151.6%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 241Benzene溶媒

実験手順

A mixture of 6-chloro-5-methoxypicolinic acid (1.5 g, 8.0 mmol), thionyl chloride (5 g, 8.0×5.25 mmol), a catalytic amount (35 mg) of N,N-dimethylformamide and 5 ml of benzene was refluxed for 1 hour. Then, thionyl chloride and benzene were distilled off, and the residue was distributed with water and dichloromethane. A dichloromethane layer was separated and dried with sodium sulfate. The solvent was then distilled off to obtain 1.64 g of 6-chloro-5-methoxypicolinic acid chloride. It was dissolved again in 5 ml of dichloromethane and the resultant solution was added dropwise to a solution of phenol (0.79 g, 8×1.05 mmol) and triethyl amine (0.89 g, 8×1.1 mmol) in 30 ml of dichloromethane under cooling with ice. After conclusion of the addition, the reaction solution was stirred at room temperature for 2 hours, followed by adding water to separate an organic layer. The organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate and dried with sodium sulfate. The organic solvent was distilled off to obtain a white solid.

後処理

  1. distillationThen, thionyl chloride and benzene were distilled off
  2. customA dichloromethane layer was separated
  3. dry with materialdried with sodium sulfate
  4. distillationThe solvent was then distilled off

出典と根拠

ORDレコード
ord-b49e1e250c6a4031aa100b8a45352941
出典データセット
uspto-grants-2003_08
特許番号
US06610853B1

反応ノート

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