Carbon Tetrachloride → 2-{2'-[(Morpholinomethyleneamino)sulfonyl]-benzoyl}-1,2-benzoisothiazolin-3-one-1,1-dioxide

HRID 127639ノート

反応式

HRID 127639 の反応式
[CH:1]([N:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1)=O.[S:9]1([C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:13](=[O:14])[NH:12]1)(=[O:11])=[O:10].[Na].C(Cl)(Cl)(Cl)Cl.[C:27](Cl)(Cl)=[O:28]>ClCCl>[O:6]1[CH2:7][CH2:8][N:3]([CH:1]=[N:12][S:9]([C:20]2[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=2[C:27]([N:12]2[C:13](=[O:14])[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=3[S:9]2(=[O:10])=[O:11])=[O:28])(=[O:11])=[O:10])[CH2:4][CH2:5]1

参加物

6

反応物 4

HCID 5943Carbon TetrachlorideHCID 6371PhosgeneHCID 20417N-FormylmorpholineHCID 24181110Benzosulfinide sodium; Garantose sodium

生成物 1

HCID 867375992-{2'-[(Morpholinomethyleneamino)sulfonyl]-benzoyl}-1,2-benzoisothiazolin-3-one-1,1-dioxide収率 73.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-30 °C

実験手順

N-formylmorpholine (3 ml) and 2.05 g of anhydrous sodium saccharin were added to 10 ml of dichloromethane. The mixture was cooled to -30° C., and with stirring, 1.65 ml (corresponding to about 5 millimoles of phosgene) of a carbon tetrachloride solution containing 30% of phosgene (W/V %) was added. The temperature of the mixture was raised to room temperature over a period of about 1 hour and stirred at room temperature for 2 hours. The solvent was distilled off under reduced pressure. Water was added to the remaining oily product, and under ice cooling, the mixture was stirred until the oily product crystallized. The crystals were collected by filtration, thoroughly washed with water, and dried to afford 1.70 g of white crystals (yield 73.4%), decomposition point:160°-169° C. Recrystallization of the crude crystals from acetone yielded white needle-like crystals having a decomposition point of 173° to 175° C.

後処理

  1. additionwas added
  2. temperatureThe temperature of the mixture was raised to room temperature over a period of about 1 hour
  3. stirringstirred at room temperature for 2 hours
  4. distillationThe solvent was distilled off under reduced pressure
  5. additionWater was added to the remaining oily product
  6. stirringunder ice cooling, the mixture was stirred until the oily product
  7. customcrystallized
  8. filtrationThe crystals were collected by filtration
  9. washthoroughly washed with water
  10. customdried

出典と根拠

ORDレコード
ord-76907ab5b41a4fe0b73925e7ce9bf962
出典データセット
uspto-grants-1981_03
特許番号
US04256744

反応ノート

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