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Beta-Alanine → 3-[(2-Nitrophenyl)amino]propanoic acid

HRID 1494351
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인쇄 미리보기

반응식

HRID 1494351 반응식
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[NH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15].C(N(CC)CC)C.O>CN(C)C=O>[C:14]([CH2:13][CH2:12][NH:11][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9])([OH:16])=[O:15]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 239Beta-AlanineHCID 962WaterHCID 8471TriethylamineHCID 738951-Fluoro-2-nitrobenzene

생성물 1

HCID 30902033-[(2-Nitrophenyl)amino]propanoic acid수율 48%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

A mixture of 5.0 g (36 mmol) 2-fluoronitrobenzen, 6.3 g (71 mmol) β-alanin, 20 ml triethylamine, 50 ml water and 100 ml dimethylformamide was stirred at 80° C. for 10 h After cooling to 25° C. the reaction mixture was evaporated in vacuo. The residue was stirred with 1N hydrochloric acid, and the precipitate was filtered off and washed with water to give 3.6 g (48%) N- carboxyethyl-2-nitroaniline. M.p. 145° C., 1H-NMR (DMSO-d6): 8.2-6.2 (5H, m), 3.4 (2H, q), 2.5 (2H, t).

후처리

  1. temperatureAfter cooling to 25° C. the reaction mixture
  2. customwas evaporated in vacuo
  3. stirringThe residue was stirred with 1N hydrochloric acid
  4. filtrationthe precipitate was filtered off
  5. washwashed with water

출처 및 근거

ORD 기록
ord-5c1d3296164a4952b7849da1d69435f6
출처 데이터셋
uspto-grants-1991_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05026704

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