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

HRID 904848노트

반응식

HRID 904848 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 962Water용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-5801849e07c1422fa1311a600f640156
출처 데이터셋
uspto-grants-1983_12
특허 번호
US04420487

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