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Hydrochloric Acid → Benzoic acid, 4-amino-3-nitro-, ethyl ester

HRID 641277
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HRID 641277 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].Cl.[CH2:15](O)[CH3:16]>CCOCC>[CH2:15]([O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([NH2:1])=[C:3]([N+:11]([O-:13])=[O:12])[CH:4]=1)[CH3:16]
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 74115Benzoic acid, 4-amino-3-nitro-

생성물 1

HCID 3018687Benzoic acid, 4-amino-3-nitro-, ethyl ester

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

4-Amino-3-nitrobenzoic acid (5.0 g, 27.4 mmol) was dissolved in ethanol (100 mL) and treated with a 2N solution of HCl in ether (30 mL). The reaction mixture was refluxed for 16 h, then the solvent was removed in vacuo. The crude compound was dissolved in dichloromethane and washed with NaOH 0.5N. The organic phase was dried over sodium sulfate and the solvent was removed. 4-Amino-3-nitrobenzoic acid ethyl ester was thus obtained as a yellow solid, 4.6 g, (79%), MS (ISP): m/e=211.1 (M+H+.), and used crude in the following reaction.

후처리

  1. temperatureThe reaction mixture was refluxed for 16 h
  2. customthe solvent was removed in vacuo
  3. dissolutionThe crude compound was dissolved in dichloromethane
  4. washwashed with NaOH 0.5N
  5. dry with materialThe organic phase was dried over sodium sulfate
  6. customthe solvent was removed

출처 및 근거

ORD 기록
ord-7de78527cee84373a7caed8d16ae07cc
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07696200B2

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