Hydrochloric Acid → 2-Methyl-N-[4-[(5(6H)-phenanthridinyl)carbonyl]phenyl]benzamide

HRID 962543

반응식

HRID 962543 반응식
[CH:1]1[C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH2:7][NH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:15][C:16]1[CH:33]=[CH:32][CH:31]=[CH:30][C:17]=1[C:18]([NH:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1)=[O:19].Cl>N1C=CC=CC=1>[CH3:15][C:16]1[CH:33]=[CH:32][CH:31]=[CH:30][C:17]=1[C:18]([NH:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([N:6]2[CH2:7][C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:14]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]2=3)=[O:26])=[CH:23][CH:22]=1)=[O:19]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 2199665,6-DihydrophenanthridineHCID 107074414-[(2-methylbenzoyl)amino]benzoyl Chloride

생성물 1

HCID 153079712-Methyl-N-[4-[(5(6H)-phenanthridinyl)carbonyl]phenyl]benzamide수율 18.9%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 0.181 g (1.0 mmol) of 5,6-dihydrophenanthridine in 2 ml of warm pyridine is added 0.273 g (1.0 mmol) of 4-[(2-methylbenzoyl)amino]benzoyl chloride. The mixture is stirred overnight at room temperature, 1.2 ml of 2N HCl added. The solid which separates is filtered and washed with water. The solid is dissolved in dichloromethane and the solution washed with 2M sodium carbonate. The organic layer is concentrated and the residue chromatographed twice on silica gel with ethyl acetate-hexane as solvent to give 79 mg of crystals, m.p. 190°-194° C. Mass Spec-FAB 419 (M+H).

후처리

  1. filtrationThe solid which separates is filtered
  2. washwashed with water
  3. dissolutionThe solid is dissolved in dichloromethane
  4. washthe solution washed with 2M sodium carbonate
  5. concentrationThe organic layer is concentrated
  6. customthe residue chromatographed twice on silica gel with ethyl acetate-hexane as solvent

출처 및 근거

ORD 기록
ord-68ef0fa7a5964731ad85617c54edad08
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05760031

연결된 노트

불러오는 중…