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Hexane → 2-(2,4-Difluorophenylamino)-5-fluoro-6-methoxynicotinoyl chloride

HRID 232460
ノート
印刷プレビュー

反応式

HRID 232460 の反応式
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:18]=[C:17]([O:19][CH3:20])[C:16]([F:21])=[CH:15][C:11]=1[C:12](O)=[O:13].S(Cl)([Cl:24])=O.CCCCCC>C(Cl)Cl.CN(C)C=O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:18]=[C:17]([O:19][CH3:20])[C:16]([F:21])=[CH:15][C:11]=1[C:12]([Cl:24])=[O:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8058HexaneHCID 24386Thionyl ChlorideHCID 138217673-Pyridinecarboxylic acid,2-[(2,4-difluorophenyl)amino]-5-fluoro-6-methoxy-

生成物 1

HCID 138493482-(2,4-Difluorophenylamino)-5-fluoro-6-methoxynicotinoyl chloride収率 91.7%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒
HCID 6344
Dichloromethane
溶媒

実験手順

In 150 ml of methylene chloride was suspended 5.00 g of 2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinic acid, and 5.98 g of thionyl chloride and 3 drops of N,N-dimethylformamide were added thereto, after which the resulting mixture was subjected to reaction under reflux for 2 hours. The solvent and the excessive thionyl chloride were removed by distillation under reduced pressure, and to the crystalline material thus obtained was added 10 ml of n-hexane, after which crystals were collected by filtration to obtain 4.87 g (yield 91.7%) of 2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinoyl chloride having a melting point of 153°-154° C.

後処理

  1. additionwere added
  2. customafter which the resulting mixture was subjected to reaction
  3. temperatureunder reflux for 2 hours
  4. customThe solvent and the excessive thionyl chloride were removed by distillation under reduced pressure
  5. customto the crystalline material thus obtained
  6. filtrationafter which crystals were collected by filtration

出典と根拠

ORDレコード
ord-16c2f8eb06f748e9a474e8ca09c9415e
出典データセット
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04851535

反応ノート

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