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

HRID 236615

反応式

HRID 236615 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
145 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-81762b8c371d4ae28041c3b0d448f7c3
出典データセット
uspto-grants-1987_02
特許番号
US04645727

関連ノート

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