Thionyl Chloride → 9-Oxo-9H-thioxanthene-3-carbonitrile 10,10-dioxide

HRID 596973ノート

反応式

HRID 596973 の反応式
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:8](=[O:20])[C:9]3[C:14]([S:15](=[O:19])(=[O:18])[C:16]=2[CH:17]=1)=[CH:13][CH:12]=[CH:11][CH:10]=3)(=O)[NH2:2].S(Cl)(Cl)=O>CN(C)C=O>[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:8](=[O:20])[C:9]3[C:14]([S:15](=[O:18])(=[O:19])[C:16]=2[CH:17]=1)=[CH:13][CH:12]=[CH:11][CH:10]=3)#[N:2]

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 3908919-Oxo-9H-thioxanthene-3-carboxamide 10,10-dioxide

生成物 1

HCID 1039579-Oxo-9H-thioxanthene-3-carbonitrile 10,10-dioxide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
-10 °C

実験手順

3-Carbamoylthioxanthone-10,10-dioxide (32.5 g) was dissolved in dimethyl formamide (ca. 1 litre) and cooled to -10° C in a solid carbon dioxide ethanol bath. Thionyl chloride (80 ml) was then added dropwise over 0.5 hour, maintaining the internal temperature at -5° to -10° C. Stirring was continued at this temperature for a further 2 hours. The reaction mixture was then poured into ice-water. The precipitated solid was filtered off, washed well with water, and dried at 100° C. The resulting 3-cyanothioxanthone-10,10-dioxide had a melting point of 282- 283° C.

後処理

  1. temperaturemaintaining the internal temperature at -5° to -10° C
  2. filtrationThe precipitated solid was filtered off
  3. washwashed well with water
  4. customdried at 100° C

出典と根拠

ORDレコード
ord-eda1497195b549c38f56b030d2142fac
出典データセット
uspto-grants-1977_03
特許番号
US04012499

反応ノート

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