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

HRID 59951

反応式

HRID 59951 の反応式
[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]

参加物

4

反応物 1

HCID 141474892-Nitrobenzene-1,3-dicarboxamide

生成物 1

HCID 102413842-Aminobenzene-1,3-dicarboxamide収率 78%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-4b4189981cfc4f6d8129804551993580
出典データセット
uspto-grants-2016_09
特許番号
US09440968B2

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