1,2-Dimethoxy-4,5-dinitrobenzene → 1,2-Diamino-4,5-dimethoxybenzene

HRID 852935노트

반응식

HRID 852935 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[C:6]([N+:12]([O-])=O)=[CH:5][C:4]=1[O:15][CH3:16]>CO>[CH3:16][O:15][C:4]1[CH:5]=[C:6]([NH2:12])[C:7]([NH2:9])=[CH:8][C:3]=1[O:2][CH3:1]

참가 물질

3

반응물 1

HCID 2229891,2-Dimethoxy-4,5-dinitrobenzene

생성물 1

HCID 1529391,2-Diamino-4,5-dimethoxybenzene

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 1,2-dimethoxy-4,5-dinitrobenzene (500 mg, 2.19 mmol) in MeOH (10 mL) was degassed and put under N2 atmosphere. A catalytic amount of Pd on charcoal (10%) was quenched with MeOH (1 mL) and transferred in one shot as a suspension in MeOH into the solution. Acetic acid (1.5 mL) was added and the black mixture was put under H2 atmosphere (1 atm), stirred at rt for 16 h. The mixture was filtered through a celite pad and rinsed with MeOH. The filtrate was concentrated in vacuo at 80° C. to afford the title compound 182 (residual acetic acid could not be removed from the product). 1H NMR: (DMSO-d6) δ (ppm): 6.23 (s, 2H), 3.56 (s, 6H). m/z: 169.3. (MH+).

후처리

  1. customA catalytic amount of Pd on charcoal (10%) was quenched with MeOH (1 mL)
  2. additionAcetic acid (1.5 mL) was added
  3. filtrationThe mixture was filtered through a celite pad
  4. washrinsed with MeOH
  5. concentrationThe filtrate was concentrated in vacuo at 80° C.

출처 및 근거

ORD 기록
ord-09aefbe344124e1f8eaa899f44aa2f03
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253204B2

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