Dimethyl Sulfate → Solvent Red 111

HRID 2051375노트

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HRID 2051375 반응식
[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

참가 물질

8

반응물 4

HCID 6497Dimethyl SulfateHCID 67101-AminoanthraquinoneHCID 7416Nitrobenzene2회HCID 14797Potassium Hydroxide

생성물 1

HCID 6706Solvent Red 111수율 99.5%

시약·촉매·용매 3

HCID 176Acetic Acid촉매HCID 74236Tetrabutylammonium Bromide촉매HCID 962Water용매

반응 조건

온도
30 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-d9e53a716ba04b998f9de63b4b3c8d8b
출처 데이터셋
uspto-grants-1991_05
특허 번호
US05017713

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