1,2-Dihydro-6-methyl-2-oxo-5-phenyl-3-pyridinecarbonitrile → 2-Chloro-6-methyl-5-phenylnicotinonitrile

HRID 1088671

反応式

HRID 1088671 の反応式
[C:1]([C:3]1[C:4](=O)[NH:5][C:6]([CH3:15])=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:8]=1)#[N:2].C1(P(Cl)([Cl:25])=O)C=CC=CC=1>>[Cl:25][C:4]1[C:3]([C:1]#[N:2])=[CH:8][C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[C:6]([CH3:15])[N:5]=1

参加物

3

反応物 2

HCID 202311,2-Dihydro-6-methyl-2-oxo-5-phenyl-3-pyridinecarbonitrileHCID 69990Phenylphosphonic dichloride

生成物 1

HCID 14763652-Chloro-6-methyl-5-phenylnicotinonitrile収率 85%

実験手順

A mixture of 100.34 g 3-cyano-6-methyl-5-phenyl-1H-pyridin-2-one [Walker and Weaver, J. Org. Chem. 26, 4441 (1961)]and 192 ml phenylphosphonic dichloride (C6H5POCl2) was warmed to 160-170° C. and kept at that temperature for about 16 hours. The reaction mixture was cooled and poured into ice water. The solid product was collected, dried in a vacuum oven and extracted with ether. The ether solution was concentrated, and the residue was washed with hexane and extracted with 300 ml 15% aqueous potassium bicarbonate. The resulting solid was dried in a vacuum oven to give 92.71 g (85%) 2-chloro-3-cyano-6-methyl-5-phenylpyridine, m.p. 134-135° C.

後処理

  1. temperatureThe reaction mixture was cooled
  2. customThe solid product was collected
  3. customdried in a vacuum oven
  4. extractionextracted with ether
  5. concentrationThe ether solution was concentrated
  6. washthe residue was washed with hexane
  7. extractionextracted with 300 ml 15% aqueous potassium bicarbonate
  8. customThe resulting solid was dried in a vacuum oven

出典と根拠

ORDレコード
ord-2c850855a2974736bd3f44ade51df6b1
出典データセット
uspto-grants-1990_10
特許番号
US04963561

関連ノート

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