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N,N'-didecyl-5-nitro-1,3-benzenedicarboxamide → 5-amino-N,N'-didecyl-1,3-benzenedicarboxamide

HRID 1757780
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인쇄 미리보기

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HRID 1757780 반응식
[CH2:1]([NH:11][C:12]([C:14]1[CH:19]=[C:18]([N+:20]([O-])=O)[CH:17]=[C:16]([C:23]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[O:24])[CH:15]=1)=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]>[Pd].O1CCCC1>[NH2:20][C:18]1[CH:19]=[C:14]([C:12]([NH:11][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])=[O:13])[CH:15]=[C:16]([C:23]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[O:24])[CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 19388993N,N'-didecyl-5-nitro-1,3-benzenedicarboxamide

생성물 1

HCID 193889485-amino-N,N'-didecyl-1,3-benzenedicarboxamide수율 77.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 21 g (0.043 mol) of N,N'-didecyl-5-nitro-1,3-benzenedicarboxamide and 7.0 g of 10% palladium on carbon in 250 ml of tetrahydrofuran was shaken under hydrogen pressure (52 psi initially) on a Parr Hydrogenator for 17 hours. The catalyst was removed by filtration and the solvent was removed from the filtrate at reduced pressure to give a solid which was recrystallized from methanol-water to give 15.3 g (77% yield, mp 188°-189°) of 5-amino-N,N'-didecyl-1,3-benzenedicarboxamide.

후처리

  1. customThe catalyst was removed by filtration
  2. customthe solvent was removed from the filtrate at reduced pressure
  3. customto give a solid which
  4. customwas recrystallized from methanol-water

출처 및 근거

ORD 기록
ord-def1122a9aba4f7f99c6787fc7d47e00
출처 데이터셋
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05446189

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