Sulfuric Acid → N-[4-[1-(1H-imidazol-1-yl)-ethyl]-2-nitrophenyl]formamide

HRID 1723124

反応式

HRID 1723124 の反応式
[N:1]1([CH:6]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][CH:15]=[O:16])=[CH:10][CH:9]=2)[CH3:7])[CH:5]=[CH:4][N:3]=[CH:2]1.S(=O)(=O)(O)O.[N+:22]([O-])([O-:24])=[O:23].[K+].[OH-].[NH4+]>>[N:1]1([CH:6]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][CH:15]=[O:16])=[C:10]([N+:22]([O-:24])=[O:23])[CH:9]=2)[CH3:7])[CH:5]=[CH:4][N:3]=[CH:2]1

参加物

5

反応物 4

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 24434Potassium NitrateHCID 14518360N-[4-[1-(1H-imidazol-1-yl)ethyl]phenyl]formamide

生成物 1

HCID 14518362N-[4-[1-(1H-imidazol-1-yl)-ethyl]-2-nitrophenyl]formamide収率 34.6%

実験手順

(a-4) To a cooled and stirred solution of 13 parts of N-[4-[1-(1H-imidazol-1-yl)ethyl]phenyl]formamide in 92 parts of concentrated sulfuric acid was added portionwise 6.1 parts of potassium nitrate at a temperature between -5° to -10° C. Upon completion, stirring was continued for 1.50 hour at 0° C. The reaction mixture was poured into crushed ice. The whole was treated with ammonium hydroxide at 0°~-10° C. The product was extracted three times with 195 parts of dichloromethane. The extract was dried, filtered and evaporated. The residue was crystallized from 48 parts of 2-propanol. The product was filtered off and dried, yielding 5.4 parts (34.6%) of N-[4-[1-(1H-imidazol-1-yl)-ethyl]-2-nitrophenyl]formamide; mp. 158° C. (int. 116).

後処理

  1. temperature(a-4) To a cooled
  2. additionThe reaction mixture was poured
  3. custominto crushed ice
  4. extractionThe product was extracted three times with 195 parts of dichloromethane
  5. customThe extract was dried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was crystallized from 48 parts of 2-propanol
  9. filtrationThe product was filtered off
  10. customdried

出典と根拠

ORDレコード
ord-d5a74b4b641149dcab3796bec92c7aeb
出典データセット
uspto-grants-1989_08
特許番号
US04859684

関連ノート

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