2-Nitrobenzene-1,3-dicarboxamide → 2-Aminobenzene-1,3-dicarboxamide

HRID 59951

반응식

HRID 59951 반응식
[N+:1]([C:4]1[C:12]([C:13]([NH2:15])=[O:14])=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([NH2:8])=[O:7])([O-])=O>CN(C=O)C.[Pd]>[NH2:1][C:4]1[C:12]([C:13]([NH2:15])=[O:14])=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([NH2:8])=[O:7]

참가 물질

4

반응물 1

HCID 141474892-Nitrobenzene-1,3-dicarboxamide

생성물 1

HCID 102413842-Aminobenzene-1,3-dicarboxamide수율 78%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 2-nitro-isophthalamide (6 g, 0.028 mol) and Pd/C (0.6 g) in DMF (100 mL) was hydrogenated at RT under hydrogen bladder pressure for 16 h. The reaction mixture was filtered through celite bed, washed with DMF and filtrate was evaporated under vacuum to afford the title compound as a brown solid (yield 78%). LC-MS [178 (M−H)], 1H NMR (400 MHz, DMSO-d6): δ 7.97 (s, 2H), 7.84 (brs, 2H), 7.65 (d, J=7.76 Hz, 2H), 7.22 (brs, 2H), 6.49 (t, J=7.76 Hz, 1H).

후처리

  1. filtrationThe reaction mixture was filtered through celite bed
  2. washwashed with DMF and filtrate
  3. customwas evaporated under vacuum

출처 및 근거

ORD 기록
ord-4b4189981cfc4f6d8129804551993580
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440968B2

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