4-Nitroaniline → p-Nitrophenylurethane

HRID 724834

반응식

HRID 724834 반응식
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].CCN(CC)CC.Cl[C:19]([O:21][CH2:22][CH3:23])=[O:20]>C(Cl)(Cl)Cl>[CH2:22]([O:21][C:19]([NH:8][C:7]1[CH:9]=[CH:10][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)=[O:20])[CH3:23]

참가 물질

5

반응물 3

HCID 74754-NitroanilineHCID 8471TriethylamineHCID 10928Ethyl chloroformate

생성물 1

HCID 230135p-Nitrophenylurethane

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

To a cooled (0° C.) suspension of 4-nitroaniline (10 g, 0.072 mol) and Et3N (10 mL) in CHCl3 (120 mL), was added dropwise ethyl chloroformate (6.9 mL) and the mixture was stirred under an argon atmosphere at room temperature overnight. CHCl3 was added and the resulting solution was washed with 1N HCl. The layers were separated, the aqueous phase was washed with CHCl3 and the combined organic extracts were dried and concentrated. The residue was chromatographed on silica gel (hexane:EtOAc, 30%) to afford N-(ethoxycarbonyl)-4-nitroaniline (1.7 g).

후처리

  1. temperatureTo a cooled
  2. washthe resulting solution was washed with 1N HCl
  3. customThe layers were separated
  4. washthe aqueous phase was washed with CHCl3
  5. customthe combined organic extracts were dried
  6. concentrationconcentrated
  7. customThe residue was chromatographed on silica gel (hexane:EtOAc, 30%)

출처 및 근거

ORD 기록
ord-0aa353dec71e421e93b481f6562f52de
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05705504

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