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

HRID 224916ノート

反応式

HRID 224916 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 139615354,5-Dichloro-2-cyano-imidazole収率 90%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

25.4 g (0.1 mol) of 4,5-dichloro-2-trichloromethyl-imidazole prepared by treating 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.

後処理

  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

出典と根拠

ORDレコード
ord-8e489e8ac70d438a88da0d056e54e4b0
出典データセット
uspto-grants-1980_11
特許番号
US04234722

反応ノート

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