p-Toluidine → 2-Chloro-3-(4-methylanilino)naphthalene-1,4-dione

HRID 1895500

반응식

HRID 1895500 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.Cl[C:10]1[C:11](=[O:22])[C:12]2[C:17]([C:18](=[O:21])[C:19]=1[Cl:20])=[CH:16][CH:15]=[CH:14][CH:13]=2>C(O)C>[Cl:20][C:19]1[C:18](=[O:21])[C:17]2[C:12]([C:11](=[O:22])[C:10]=1[NH:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1)=[CH:13][CH:14]=[CH:15][CH:16]=2

참가 물질

4

반응물 2

HCID 7813p-ToluidineHCID 8342Dichlone

생성물 1

HCID 2658672-Chloro-3-(4-methylanilino)naphthalene-1,4-dione

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

p-Toluidin (1.4 g, 13.2 mmol) was added to the solution of 2,3-dichloro-1,4-naphthoquinone (1.0 g, 4.4 mmol) in ethanol (300 ml). The reaction mixture was allowed to stir at room temperature for over night. The precipitated product was filtered off and washed with cold ethanol. The product was purified by recrystallization with ethanol/CHCl3 (1:5) to afford the fine reddish needles. Yield: 0.642 g (53.8%), Mp: 295° C.

후처리

  1. filtrationThe precipitated product was filtered off
  2. washwashed with cold ethanol
  3. customThe product was purified by recrystallization with ethanol/CHCl3 (1:5)
  4. customto afford the fine reddish needles

출처 및 근거

ORD 기록
ord-7228c457586d490a86004de5e007d223
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08513437B2

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