Thionyl Chloride → HCID 22145673, 화합물

HRID 398249노트

반응식

HRID 398249 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 22145673HCID 22145673, 화합물수율 151.6%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 241Benzene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b49e1e250c6a4031aa100b8a45352941
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06610853B1

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