Nitric Acid → 4'-Cyano-2'-nitro-p-toluenesulfonanilide

HRID 1356665노트

반응식

HRID 1356665 반응식
[C:1]([C:3]1[CH:19]=[CH:18][C:6]([NH:7][S:8]([C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])=[CH:5][CH:4]=1)#[N:2].[N+:20]([O-])([OH:22])=[O:21].O>C(OC(=O)C)(=O)C>[C:1]([C:3]1[CH:19]=[CH:18][C:6]([NH:7][S:8]([C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])=[C:5]([N+:20]([O-:22])=[O:21])[CH:4]=1)#[N:2]

참가 물질

5

반응물 3

HCID 944Nitric Acid2회HCID 962WaterHCID 257975n-(4-Cyanophenyl)-4-methylbenzenesulfonamide

생성물 1

HCID 107342434'-Cyano-2'-nitro-p-toluenesulfonanilide수율 97%

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

실험 절차

To a suspension of 4′-cyano-p-toluenesulfonanilide (1153 g (4.23 mol) in acetic anhydride (2306 ml), fuming nitric acid (294.3 g (4.53 mol) was added dropwise, keeping the temperature at 50° C. with stirring, over a period of 100 minutes. After completion of the addition, the reaction mixture was stirred at 50° C. for 1.5 hours. Then, 1.75 ml (0.042 mol) of fuming nitric acid was further added and stirring was continued for another one hour at 50° C. To the resulting mixture, after being left to cool to room temperature, water (7000 ml) was then added to make crystals to deposite. After stirring under cooling with ice for one hour, the crystals were filtered and washed with water to give 1305 g (97%) of 4′-cyano-2′-nitro-p-toluenesulfonanilide as yellow crystals.

후처리

  1. customat 50° C.
  2. additionAfter completion of the addition
  3. stirringthe reaction mixture was stirred at 50° C. for 1.5 hours
  4. stirringstirring
  5. waitwas continued for another one hour at 50° C
  6. waitTo the resulting mixture, after being left
  7. stirringAfter stirring
  8. temperatureunder cooling with ice for one hour
  9. filtrationthe crystals were filtered
  10. washwashed with water

출처 및 근거

ORD 기록
ord-751ee58a596a4478a8ba7547d8364e9f
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06586617B1

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