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

HRID 2351569노트

반응식

HRID 2351569 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 13115134N-phenyl-3-methyl-2-pyridinecarboxamide수율 354.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f02a44f659274e69bf8aba5bfa649e16
출처 데이터셋
uspto-grants-1989_10
특허 번호
US04873335

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