4-Amino-4'-hydroxybiphenyl → 2-Chloro-4-nitro-4'-(4-hydroxyphenyl)azobenzene

HRID 65175노트

반응식

HRID 65175 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]=O.[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)=[CH:16][CH:15]=1>C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]=[N:13][C:14]1[CH:15]=[CH:16][C:17]([C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)=[CH:18][CH:19]=1

참가 물질

4

반응물 2

HCID 145654-Amino-4'-hydroxybiphenylHCID 202333802-Chloro-4-nitro-1-nitrosobenzene

생성물 1

HCID 1360030522-Chloro-4-nitro-4'-(4-hydroxyphenyl)azobenzene수율 81.6%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

반응 조건

온도
70 °C

실험 절차

A suspension of 0.840 g of 2-chloro-4-nitro-1-nitrosobenzene in 20 ml of glacial acetic acid was heated to 70° C. and treated while stirring with a solution, heated to 110° C., of 0.926 g of 4-amino-4'-hydroxybiphenyl [prepared according to Chem. Berichte 27 (1894) 2627] in 43 ml of glacial acetic acid. The dark solution was stirred at 70° C. for a further 2.25 hours, then cooled to room temperature and extracted with methylene chloride. The extracts were washed with water, 10% sodium hydrogen carbonate solution and again with water, dried over sodium sulphate and concentrated in vacuo. Thus yielding 1.3 g of crude 2-chloro-4-nitro-4'-(4-hydroxyphenyl)azobenzene as brown crystals.

후처리

  1. additiontreated
  2. stirringThe dark solution was stirred at 70° C. for a further 2.25 hours
  3. temperaturecooled to room temperature
  4. extractionextracted with methylene chloride
  5. washThe extracts were washed with water, 10% sodium hydrogen carbonate solution and again with water
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-eee20e3f3d714805a25e7ed6eb4a5784
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04613208

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