Sulfuric Acid → 2-{[Ethyl(phenyl)amino]methyl}benzene-1-sulfonic acid

HRID 1981567

반응식

HRID 1981567 반응식
[S:1](=[O:5])(=O)([OH:3])[OH:2].[CH2:6]([N:13]([CH2:20][CH3:21])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.OS(O)(=O)=O.O=S(=O)=O>O>[CH2:20]([N:13]([CH2:6][C:7]1[C:8]([S:1]([OH:3])(=[O:5])=[O:2])=[CH:9][CH:10]=[CH:11][CH:12]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:21]

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 7098N-Ethyl-N-benzylanilineHCID 24681Fuming sulfuric acid

생성물 1

HCID 201467222-{[Ethyl(phenyl)amino]methyl}benzene-1-sulfonic acid

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

To 30.0 g. of 100% sulfuric acid is added N-benzyl-N-ethylaniline (30.0 g.) dropwise below about 50° C. To this solution is added, at 50°-60° C., 60% oleum (30.0 g.) with good stirring. The mixture is stirred and heated at about 60° C. for three hours and then drowned into 200 ml of water. The free sulfonic acid (Coupler I) which is mostly the meta isomer with a small amount of para, precipitates on standing and is collected by filtration, washed with water, and dried. N-Benzylanilines containing groups such as alkyl, alkoxy, and halogen in the ortho, meta, or para positions of the benzyl group may also be sulfonated by this procedure. The exact location of the sulfonic acid group in these cases is often not known and mixtures usually are produced.

후처리

  1. additionTo this solution is added, at 50°-60° C.
  2. customprecipitates on standing
  3. filtrationis collected by filtration
  4. washwashed with water
  5. customdried
  6. custommixtures usually are produced

출처 및 근거

ORD 기록
ord-d56567c9f63c433d853d96c69216c1a8
출처 데이터셋
uspto-grants-1986_06
특허 번호
US04593087

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