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Formic Acid → N-(2-bromo-5-nitrophenyl)formamide

HRID 2374173
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HRID 2374173 반응식
[Br:1][C:2]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:3]=1[NH2:4].O.[CH:13](O)=[O:14]>>[CH:13]([NH:4][C:3]1[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[CH:7]=[CH:8][C:2]=1[Br:1])=[O:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 284Formic AcidHCID 962WaterHCID 826072-Bromo-5-nitroaniline

생성물 1

HCID 350130N-(2-bromo-5-nitrophenyl)formamide수율 98%

실험 절차

A solution of 2-bromo-5-nitroaniline (5.27 g, 24.3 mmol) in 98% formic acid (30 ml) was heated to reflux for 90 min under nitrogen. The cooled reaction mixture was then poured into cold water (600 ml) which afforded a yellow precipitate. The solid was isolated by filtration and the cake washed with cold water (2×200 ml). Subsequent drying overnight under vacuum overnight afforded N-formyl-2-bromo-5-nitroaniline (5.84 g, 98%) as a yellow solid: 1H NMR (DMSO-d6) δ 10.14 (br s, 1H), 9.01 (d, J=2.4 Hz, 1H), 8.46 (s, 1H), 7.98 (d, J=8.8 Hz, 1H), 7.91 (dd, J=8.8, 2.5 Hz, 1H); 13C NMR (DMSO-d6) δ 161.2, 146.9, 136.6, 134.0, 120.6, 119.8, 116.7.

후처리

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트
  • temperatureto reflux for 90 min under nitrogen
  • customThe cooled reaction mixture
  • customafforded a yellow precipitate
  • customThe solid was isolated by filtration
  • washthe cake washed with cold water (2×200 ml)
  • customSubsequent drying overnight under vacuum overnight
  • 출처 및 근거

    ORD 기록
    ord-43537d1ab2f345f0b3603a07ebbbdd06
    출처 데이터셋
    uspto-grants-2008_12
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07462600B2

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