Ethyl Acetate → 4-Benzamido-4'-aminoazobenzene

HRID 522517

반응식

HRID 522517 반응식
[N:1]([C:10]1[CH:16]=[CH:15][C:13]([NH2:14])=[CH:12][CH:11]=1)=[N:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.C([O:20][CH2:21][CH3:22])(=O)C>ClCCl>[C:21]([NH:14][C:13]1[CH:15]=[CH:16][C:10]([N:1]=[N:2][C:3]2[CH:4]=[CH:5][C:6]([NH2:7])=[CH:8][CH:9]=2)=[CH:11][CH:12]=1)(=[O:20])[C:22]1[CH:8]=[CH:9][CH:3]=[CH:4][CH:5]=1

참가 물질

4

반응물 2

HCID 8857Ethyl AcetateHCID 108554,4'-Diazenediyldianiline

생성물 1

HCID 866570184-Benzamido-4'-aminoazobenzene수율 54%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Following the general monoacylation procedure, 4,4′-azodianiline (50 mg, 240 μmol) was treated with benzoyl choloride (26 μl, 240 μmol). Silica gel chromatography through a wide column (10% ethyl acetate in dichloromethane) provided S5 as an orange solid (44 mg, 130 μmol, 54% yield): 1H (DMSO, 400 MHz): 6.04 (s, 2H); 6.66 (d, 2H, J=8.4); 7.52-7.65 (m, 5H); 7.76 (d, 2H, J=8.8); 7.88-7.98 (m, 4H); 10.46 (s, 1H). 13C (DMSO, 100 MHz): 113.4, 120.5, 122.3, 124.9, 127.7, 128.4, 131.7, 134.8, 140.4, 142.9, 148.4, 152.5, 165.7. HRMS (ESI+): calc'd for C19H17N4O+—317.1397. found—317.1403 (MH+).

후처리

  1. additionwas treated with benzoyl choloride (26 μl, 240 μmol)

출처 및 근거

ORD 기록
ord-17eeeee61bca404e878fd01ba3d0f8b8
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09334231B2

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