Acetic Anhydride → HCID 54459887, 화합물

HRID 442693노트

반응식

HRID 442693 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:14]3[CH:15]=[C:16]4[O:21][CH2:20][O:19][C:17]4=[CH:18][C:13]=3[CH2:12][C:11](=[O:22])[NH:10][N:9]=2)=[CH:4][CH:3]=1.[CH3:23][C:24](OC(C)=O)=[O:25].CCN(CC)CC>C(Cl)Cl.CCOC(C)=O>[C:24]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:14]3[CH:15]=[C:16]4[O:21][CH2:20][O:19][C:17]4=[CH:18][C:13]=3[CH2:12][C:11](=[O:22])[NH:10][N:9]=2)=[CH:4][CH:3]=1)(=[O:25])[CH3:23]

참가 물질

6

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 9839097HCID 9839097, 화합물

생성물 1

HCID 54459887HCID 54459887, 화합물수율 70%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of 1-(4-aminophenyl)-7,8-methylenedioxy-3,5-dihydro-2,3-benzodiazepin-4-(4H)-one (90 mg, 0.30 mmol) in CH2Cl2 (10 mL) was added Ac2O (0.30 mL, 3.2 mmol) and Et3N (0.60 mL, 4.3 mmol) at room temperature. The mixture was stirred at room temperature for 2 h, diluted with EtOAc (40 mL), washed with water, 2N NaOH water and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by chromatography to afford the title compound as a white solid (70 mg, 0.21 mmol, 70%), mp: 177°-180° C. 1H NMR (CDCl3) 8.34 (s, 1H), 7.57 (s, 4H), 7.27 (s, 1H), 6.83 (s, 1H), 6.64 (s, 1H), 6.03 (s, 2H), 3.45 (s, 2H), 2.22 (s, 3H). Anal. calcd. for C18H15N3O4.(1/2)H2O: C, 62.42; H, 4.66; N, 12.13. Found: C, 62.60; H, 4.62; N, 11.57.

후처리

  1. washwashed with water, 2N NaOH water and brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by chromatography

출처 및 근거

ORD 기록
ord-d3169367cf404b329268994ed24ddc08
출처 데이터셋
uspto-grants-1999_04
특허 번호
US05891871

반응 노트

불러오는 중…