Hydrochloric Acid → 2-Chloro-4-(4-fluorosulfonylphenylazo)phenol

HRID 263150노트

반응식

HRID 263150 반응식
[S:1]([F:11])(=[O:10])([C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1)=[O:2].Cl.[N:13]([O-])=O.[Na+].[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[OH:24]>O.N1C=CC=CC=1>[Cl:17][C:18]1[CH:23]=[C:22]([N:13]=[N:9][C:6]2[CH:5]=[CH:4][C:3]([S:1]([F:11])(=[O:10])=[O:2])=[CH:8][CH:7]=2)[CH:21]=[CH:20][C:19]=1[OH:24]

참가 물질

7

반응물 4

HCID 313Hydrochloric Acid2회HCID 72452-ChlorophenolHCID 668234-Aminobenzenesulfonyl fluorideHCID 23668193Sodium Nitrite

생성물 1

HCID 1356774452-Chloro-4-(4-fluorosulfonylphenylazo)phenol

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

실험 절차

Sulfanilyl fluoride (17.5 g, 0.1 mole) was dissolved in 75 ml warn saturated methanolic HCl, and the resulting solution was cooled in a methanol-ice bath. Sodium nitrite (7.0 g, 0.1 mole), dissolved in 25 ml water was then added dropwise, and the solution stirred 5 minutes more. The diazonium salt solution was then added dropwise to a cold (cooled in an ice bath) solution of o-chlorophenol (12.8 g, 0.099 mole) dissolved in 150 ml pyridine. The reaction mixture was stirred an additional 15 minutes and then poured over ice and hydrochloric acid. The resulting precipitate was filtered off, washed with water, and air dried. The yield was 20.0 g (64%), m.p. 133°-134° C.

후처리

  1. temperaturethe resulting solution was cooled in a methanol-ice bath
  2. additionwas then added dropwise
  3. stirringThe reaction mixture was stirred an additional 15 minutes
  4. filtrationThe resulting precipitate was filtered off
  5. washwashed with water, and air
  6. customdried

출처 및 근거

ORD 기록
ord-d0bf26c8d89c4d8ea4482efe0fc4d255
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04156609

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