4-Bromo-2,6-dinitroaniline → 5-Bromo-3-nitrobenzene-1,2-diamine

HRID 1188764노트

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HRID 1188764 반응식
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[C:5]([NH2:11])=[C:4]([N+:12]([O-:14])=[O:13])[CH:3]=1>CCO>[Br:1][C:2]1[CH:7]=[C:6]([NH2:8])[C:5]([NH2:11])=[C:4]([N+:12]([O-:14])=[O:13])[CH:3]=1

참가 물질

3

반응물 1

HCID 37466084-Bromo-2,6-dinitroaniline

생성물 1

HCID 457894035-Bromo-3-nitrobenzene-1,2-diamine수율 50%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
90 °C

실험 절차

4-bromo-2,6-dinitrobenzenamine was dissolved in EtOH (50 mL) and (NH4)2S (2.2 mL) was added to the mixture. The reaction mixture was heated to 90° C. for 1 h. TLC showed a new compound and some remaining starting material remained. Additionally, another batch (NH4)2S (2.5 mL) was added. After 1 h, TLC analysis showed little starting material remained. The reaction mixture was concentrated to give a deep red solid. It was then purified by silica gel chromatography eluted with DCM to afford the desired product as a red solid (578 mg, 50%). 1H NMR (300 MHz, CDCl3) δ ppm 3.50 (br s, 2H), 5.93 (br s, 2H), 7.04 (d, 1H, J=1.8 Hz), 7.87 (d, 1H, J=1.8 Hz); LC-MS: m/e=232 [M+1]+.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. customto give a deep red solid
  3. customIt was then purified by silica gel chromatography
  4. washeluted with DCM

출처 및 근거

ORD 기록
ord-815051c88da249b889639de2115f5893
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08674090B2

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