Dimethylformamide → 1,5-Bis(p-hydroxyphenylthio)anthraquinone

HRID 236615

반응식

HRID 236615 반응식
Cl[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9](Cl)[CH:10]=[CH:11][CH:12]=3)[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH:19][C:20]1[CH:25]=[CH:24][C:23]([SH:26])=[CH:22][CH:21]=1.[C:27](=[O:30])([O-])[O-].[K+].[K+].CN(C)C=O>O>[OH:19][C:20]1[CH:25]=[CH:24][C:23]([S:26][C:2]2[C:15]3[C:14](=[O:16])[C:13]4[C:8](=[C:9]([S:26][C:23]5[CH:24]=[CH:25][C:27]([OH:30])=[CH:21][CH:22]=5)[CH:10]=[CH:11][CH:12]=4)[C:7](=[O:18])[C:6]=3[CH:5]=[CH:4][CH:3]=2)=[CH:22][CH:21]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 67111,5-DichloroanthraquinoneHCID 11430Potassium CarbonateHCID 2401474-Mercaptophenol

생성물 1

HCID 138279631,5-Bis(p-hydroxyphenylthio)anthraquinone수율 65.7%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
145 °C

실험 절차

A mixture of 27.7 grams of (0.1 mole) of 1,5-dichloroanthraquinone, 28.5 grams (0.22 mole) of p-hydroxythiophenol, 30 grams (0.22 mole) of potassium carbonate and 200 milliliters of dimethyl formamide was heated with stirring at 145° C. for 4 hours. The mixture was then cooled to room temperature and poured into 1.5 liters of water. Thereafter, the above product was isolated by filtration and washed with 500 milliliters of water and air dried. The product was then recrystallized from acetic acid to yield 30 grams of 1,5-bis(p-hydroxyphenylthio)anthraquinone as a yellow powder, m.p., 298°-300° C.; ms 456 (M+); vis (DMF), λmax 450 nm (ε6300); Anal. Calcd. for C26H16O4S2 : C, 68.4; H, 3.53; O, 14.02; S, 14.05. Found: C, 67.93; H, 3.60; O, 14.05; S, 14.26.

후처리

  1. temperaturewas heated
  2. temperatureThe mixture was then cooled to room temperature
  3. customThereafter, the above product was isolated by filtration
  4. washwashed with 500 milliliters of water and air
  5. customdried
  6. customThe product was then recrystallized from acetic acid

출처 및 근거

ORD 기록
ord-81762b8c371d4ae28041c3b0d448f7c3
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04645727

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