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

HRID 1583630

反応式

HRID 1583630 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

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 1) 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.

後処理

  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

出典と根拠

ORDレコード
ord-2be740f6a22643c792eeeb4fe17d3288
出典データセット
uspto-grants-1985_11
特許番号
US04552952

関連ノート

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