Ammonia → 4,5-Dichloro-2-cyano-imidazole

HRID 224527노트

반응식

HRID 224527 반응식
[Cl:1][C:2]1[N:3]=[C:4]([C:8](Cl)(Cl)Cl)[NH:5][C:6]=1[Cl:7].ClC1C(Cl)=NC(=C(Cl)Cl)[N:14]=1.Cl.N>C(O)C>[Cl:1][C:2]1[N:3]=[C:4]([C:8]#[N:14])[NH:5][C:6]=1[Cl:7]

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 124825724,5-Dichloro-2-(dichloromethylidene)-2H-imidazoleHCID 124825734,5-Dichloro-2-(trichloromethyl)-1H-imidazole

생성물 1

HCID 139615354,5-Dichloro-2-cyano-imidazole수율 90%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

25.4 g (0.1 mol) of 4,5-dichloro-2-trichloromethylimidazole prepared by treating the 4,5-dichloro-2-dichloromethylene-imidazole with dry HCl at -20° to +600° C., were introduced in small portions into 200 ml of ethanol saturated with ammonia, whilst cooling with ice and stirring vigorously. The mixture was stirred for a further 30 minutes at 50° C., the constituents which had not dissolved were then filtered off and the filtrate was evaporated under reduced pressure. The combined residues were dissolved in hot water. On acidifying the solution with dilute hydrochloric acid, the reaction product precipitated out. This was filtered off, washed with water and dried. In this way 14.6 g (90% of theory) of 4,5-dichloro-2-cyano-imidazole were obtained and after recrystallization from toluene this had a melting point of 187°-189° C.

후처리

  1. temperaturewhilst cooling with ice
  2. stirringThe mixture was stirred for a further 30 minutes at 50° C.
  3. dissolutionthe constituents which had not dissolved
  4. filtrationwere then filtered off
  5. customthe filtrate was evaporated under reduced pressure
  6. dissolutionThe combined residues were dissolved in hot water
  7. customthe reaction product precipitated out
  8. filtrationThis was filtered off
  9. washwashed with water
  10. customdried

출처 및 근거

ORD 기록
ord-71f6c33c0e4c4ed0b12aa50256301303
출처 데이터셋
uspto-grants-1980_11
특허 번호
US04233058

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