Dichloroacetic Acid → 5-Chloro-2-Dichloromethyl-6-Sulfamyl-1H-Benzimidazole

HRID 904848ノート

反応式

HRID 904848 の反応式
[NH2:1][C:2]1[CH:8]=[C:7]([Cl:9])[C:6]([S:10](=[O:13])(=[O:12])[NH2:11])=[CH:5][C:3]=1[NH2:4].[Cl:14][CH:15]([Cl:19])[C:16](O)=O>Cl.O>[Cl:9][C:7]1[C:6]([S:10](=[O:12])(=[O:13])[NH2:11])=[CH:5][C:3]2[NH:4][C:16]([CH:15]([Cl:19])[Cl:14])=[N:1][C:2]=2[CH:8]=1

参加物

5

反応物 2

HCID 6597Dichloroacetic AcidHCID 132896884,5-Diamino-2-chlorobenzene-1-sulfonamide

生成物 1

HCID 132897055-Chloro-2-Dichloromethyl-6-Sulfamyl-1H-Benzimidazole収率 26.9%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒

実験手順

To 11.8 g of 2-amino-4-chloro-5-sulfamyl aniline in 50 ml of 4 N hydrochloric acid was added 20.5 g of dichloroacetic acid and the suspension refluxed for 6 hours. Concentration in vacuo provided a dark viscous oil which was suspended in 150 ml of water and crystallized through vigorous scratching. The dark brown solid was then dissolved in methanol, the solution brought to a boil, and charcoal added. After boiling for five minutes, the suspension was filtered through filter paper, cooled and then filtered through Celite. Concentration in vacuo gave a viscous oil which upon setting at ambient temperature for 48 hours crystallized. Tritration with acetonitrile provided 4.5 g of beige crystals, m.p. 225°-227°.

後処理

  1. temperaturethe suspension refluxed for 6 hours
  2. concentrationConcentration in vacuo
  3. customprovided a dark viscous oil which
  4. customcrystallized
  5. dissolutionThe dark brown solid was then dissolved in methanol
  6. additionadded
  7. filtrationthe suspension was filtered
  8. filtrationthrough filter paper
  9. temperaturecooled
  10. filtrationfiltered through Celite
  11. concentrationConcentration in vacuo
  12. customgave a viscous oil which
  13. waitupon setting at ambient temperature for 48 hours
  14. customcrystallized

出典と根拠

ORDレコード
ord-5801849e07c1422fa1311a600f640156
出典データセット
uspto-grants-1983_12
特許番号
US04420487

反応ノート

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