Chloroacetic Acid → Glycine, N-(4-nitrophenyl)-

HRID 1373077노트

반응식

HRID 1373077 반응식
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl[CH2:12][C:13]([OH:15])=[O:14]>O>[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH:8][CH2:12][C:13]([OH:15])=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2]

참가 물질

4

반응물 2

HCID 300Chloroacetic AcidHCID 74754-Nitroaniline

생성물 1

HCID 12095Glycine, N-(4-nitrophenyl)-

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a suspension of 4-nitroaniline (13.8 g, 100 mmol) in water (300 mL) was added chloroacetic acid (18.9 g, 200 mmol). The reaction mixture was refluxed overnight and cooled to rt. The title compound was collected by filtration, washed with water and a mixture of hexane and ether (1:1) and dried in vacuo to yield 14.6 g (74%). 1H NMR (400 MHz, DMSO-d6) δ: 12.83 (s, 1H), 8.00 (d, 2H), 7.45 (t, 1H), 6.65 (d, 2H), 4.00 (d, 2H).

후처리

  1. temperatureThe reaction mixture was refluxed overnight
  2. filtrationThe title compound was collected by filtration
  3. washwashed with water
  4. additiona mixture of hexane and ether (1:1)
  5. customdried in vacuo
  6. customto yield 14.6 g (74%)

출처 및 근거

ORD 기록
ord-7d550b77efa54bcfa87997cf355b8852
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07160902B2

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