Dimethyl Sulfate → Solvent Red 111

HRID 2051376ノート

反応式

HRID 2051376 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.[OH-].[K+].[CH3:20]OS(=O)(=O)OC>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C(O)(=O)C.ClC1C=CC=CC=1.O>[CH3:20][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 3

HCID 6497Dimethyl SulfateHCID 67101-AminoanthraquinoneHCID 14797Potassium Hydroxide

生成物 1

HCID 6706Solvent Red 111収率 99.5%

試薬・触媒・溶媒 4

HCID 176Acetic Acid触媒HCID 74236Tetrabutylammonium Bromide触媒HCID 962Water溶媒HCID 7964Chlorobenzene溶媒2 回

反応条件

温度
30 °C

実験手順

A mixture of 1-aminoanthraquinone (purity 99.6%, 22.4 g), monochlorobenzene (224 g), tetra-n-butyl ammonium bromide (3.4 g), 96% potassium hydroxide (11.7 g) and dimethylsulfuric acid (25 g) was stirred while being maintained at 30° C. for 24 hours. After water (150 g) was added, the solution was stirred for 1 hour, being maintained at 50° C. pH of the aqueous phase was 10 or higher. Then, acetic acid (0.5 g) was added for neutralization (pH of the aqueous phase being 7) and then monochlorobenzene was recovered by heating. After being cooled down to 50° C., the solution was filtered, and a solid was washed and then dried to obtain 1-methylaminoanthraquinone (23.7 g, purity 97.6%, yield 97.6%).

後処理

  1. stirringthe solution was stirred for 1 hour
  2. temperaturebeing maintained at 50° C. pH of the aqueous phase
  3. customwas recovered
  4. temperatureby heating
  5. temperatureAfter being cooled down to 50° C.
  6. filtrationthe solution was filtered
  7. washa solid was washed
  8. customdried

出典と根拠

ORDレコード
ord-b59bfb58a7da4815814fd5d40c8f0650
出典データセット
uspto-grants-1991_05
特許番号
US05017713

反応ノート

読み込み中…