Dimethyl Sulfate → Solvent Red 111

HRID 2051375ノート

反応式

HRID 2051375 の反応式
[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[N+]([C:21]1C=CC=CC=1)([O-])=O.[OH-].[K+].COS(=O)(=O)OC>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C(O)(=O)C.O>[CH3:21][NH:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1

参加物

8

反応物 4

HCID 6497Dimethyl SulfateHCID 67101-AminoanthraquinoneHCID 7416Nitrobenzene2 回HCID 14797Potassium Hydroxide

生成物 1

HCID 6706Solvent Red 111収率 99.5%

試薬・触媒・溶媒 3

HCID 176Acetic Acid触媒HCID 74236Tetrabutylammonium Bromide触媒HCID 962Water溶媒

反応条件

温度
30 °C

実験手順

A mixture of 1-aminoanthraquinone (purity 99.6%, 22.4 g), nitrobenzene (224 g), 96% potassium hydroxide (11.7 g), tetra-n-butyl ammonium bromide (1.7 g) and dimethylsulfuric acid (25 g) was stirred, while being maintained at 30° C. for 24 hours. Then, after water (150 g) was added, the solution was stirred for one hour while being maintained at 50° C. The aqueous phase had pH of 10 or higher. After acetic acid (0.5 g) was added for neutralization until pH of the aqueous phase was 7, nitrobenzene was recovered. The solution was cooled down to 50° C., and filtered. The solid material was washed and dried, to obtain 1-methylaminoanthraquinone (23.7 g, purity: 99.5%, yield 99.5%).

後処理

  1. stirringthe solution was stirred for one hour
  2. temperaturewhile being maintained at 50° C
  3. customwas recovered
  4. temperatureThe solution was cooled down to 50° C.
  5. filtrationfiltered
  6. washThe solid material was washed
  7. customdried

出典と根拠

ORDレコード
ord-d9e53a716ba04b998f9de63b4b3c8d8b
出典データセット
uspto-grants-1991_05
特許番号
US05017713

反応ノート

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