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Ammonium Chloride → N1-benzyl-5-bromobenzene-1,2-diamine

HRID 1399838
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HRID 1399838 반응식
[CH2:1]([NH:8][C:9]1[CH:14]=[C:13]([Br:15])[CH:12]=[CH:11][C:10]=1[N+:16]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH4+].[Cl-]>CCO.O.[Fe]>[CH2:1]([NH:8][C:9]1[C:10]([NH2:16])=[CH:11][CH:12]=[C:13]([Br:15])[CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 25517Ammonium ChlorideHCID 24902978N-benzyl-5-bromo-2-nitroaniline

생성물 1

HCID 65343042N1-benzyl-5-bromobenzene-1,2-diamine

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매

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온도
60 °C

실험 절차

To a solution of N-benzyl-5-bromo-2-nitroaniline (700 mg, 2.28 mmol) in EtOH (8 mL) and water (8 mL) was added iron powder (766 mg, 13.7 mmol) and NH4Cl (733 mg, 13.7 mmol). The mixture was stirred at 60° C. for 4 h. The reaction solution was filtered with the filtrate concentrated to remove EtOH. The residue was diluted with water and extracted with EtOAc with the organic layer concentrated to give the crude N1-benzyl-5-bromobenzene-1,2-diamine. The crude product was used in next step without further purification. LCMS (m/z): 277.1/278.1 [M+H]+/[M+2H]+

후처리

  1. filtrationThe reaction solution was filtered with the filtrate
  2. concentrationconcentrated
  3. customto remove EtOH
  4. additionThe residue was diluted with water
  5. extractionextracted with EtOAc with the organic layer
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3932acb28d484378a9d053c0ea713b33
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08906900B2

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