Hydrochloric Acid → alpha-(2-Hydroxy-5-sulfophenylazo)acetoacetanilide

HRID 2052200

반응식

HRID 2052200 반응식
[CH:1]1[C:6]([S:7]([OH:10])(=[O:9])=[O:8])=[CH:5][C:4]([NH2:11])=[C:3]([OH:12])[CH:2]=1.[N:13]([O-])=O.[Na+].Cl.[C:18]([NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)(=[O:23])[CH2:19][C:20]([CH3:22])=[O:21].C(=O)([O-])[O-].[K+].[K+]>[OH-].[Na+].N1C=CC=CC=1>[OH:12][C:3]1[CH:2]=[CH:1][C:6]([S:7]([OH:10])(=[O:8])=[O:9])=[CH:5][C:4]=1[N:11]=[N:13][CH:19]([C:20]([CH3:22])=[O:21])[C:18]([NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:23]

참가 물질

8

반응물 5

HCID 313Hydrochloric Acid2회HCID 73853-Amino-4-hydroxybenzenesulfonic acidHCID 7592AcetoacetanilideHCID 11430Potassium CarbonateHCID 23668193Sodium Nitrite

생성물 1

HCID 135839437alpha-(2-Hydroxy-5-sulfophenylazo)acetoacetanilide

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 14798Sodium Hydroxide용매

반응 조건

온도
10 °C

실험 절차

b 2-Aminophenol-4-sulfonic acid (18 g) was dissolved in aqueous sodium hydroxide (5 g in 200 ml of water). After the addition of sodium nitrite (7 g), the solution was cooled to 10° C. and added to a mixture of concentrated hydrochloric acid (25 ml) and cracked ice (300 g). The diazonium solution was stirred at 0° C. for 15 minutes and then added slowly to a slurry of acetoacetanilide (17 g), potassium carbonate (30 g), pyridine (200 ml) and ice. When the addition was complete, the reaction mixture was stirred at 10 to 20° C. for 1 hour and then acidified with hydrochloric acid. The product was filtered off and dried. Yield: 23 g.

후처리

  1. additionWhen the addition
  2. filtrationThe product was filtered off
  3. customdried

출처 및 근거

ORD 기록
ord-b35b3c04b7d94c3b932505766ba92ab7
출처 데이터셋
uspto-grants-1980_01
특허 번호
US04183755

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