Aniline → N-phenyl-3-methyl-2-pyridinecarboxamide

HRID 2351569ノート

反応式

HRID 2351569 の反応式
[CH3:1][C:2]1[C:3]([C:8]([NH2:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.B(F)(F)F.CCOCC.O1CCCC1.N[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>O>[C:26]1([NH:10][C:8]([C:3]2[C:2]([CH3:1])=[CH:7][CH:6]=[CH:5][N:4]=2)=[O:9])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

参加物

6

反応物 4

HCID 6115AnilineHCID 8000Boron trifluoride etherateHCID 8028TetrahydrofuranHCID 166410233-Methylpyridine-2-carboxamide

生成物 1

HCID 13115134N-phenyl-3-methyl-2-pyridinecarboxamide収率 354.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 3-methyl-2-pyridinecarboxamide (15.0 o, 0.11 mole) are added BF3.OEt2 (14.0 mL, 0.11 mole) and tetrahydrofuran (75 mL). After about 5 minutes, aniline (10.3 g, 0.11 mole) is slowly added and the solution is heated at reflux for 5 hours. The reaction is cooled and diluted with water and the oroduct is extracted into ethyl acetate. The solvent is removed and the residue is purified by silica gel chromatography to give 8.32 g (0.39 mole, 35%) of N-phenyl-3-methyl-2-pyridinecarboxamide.

後処理

  1. temperaturethe solution is heated
  2. temperatureat reflux for 5 hours
  3. temperatureThe reaction is cooled
  4. extractionthe oroduct is extracted into ethyl acetate
  5. customThe solvent is removed
  6. customthe residue is purified by silica gel chromatography

出典と根拠

ORDレコード
ord-f02a44f659274e69bf8aba5bfa649e16
出典データセット
uspto-grants-1989_10
特許番号
US04873335

反応ノート

読み込み中…