Aminoacetaldehyde dimethyl acetal → 2-(3-nitrophenyl)-1H-imidazole

HRID 322064노트

반응식

HRID 322064 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7](=[NH:10])OC)([O-:3])=[O:2].CO[CH:16](OC)[CH2:17][NH2:18]>CO>[N+:1]([C:4]1[CH:5]=[C:6]([C:7]2[NH:18][CH:17]=[CH:16][N:10]=2)[CH:11]=[CH:12][CH:13]=1)([O-:3])=[O:2]

참가 물질

4

반응물 2

HCID 89728Aminoacetaldehyde dimethyl acetalHCID 122008323-nitro-benzimidic acid methyl ester

생성물 1

HCID 8210012-(3-nitrophenyl)-1H-imidazole수율 48.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A stirred solution of methyl 3-nitrobenzimidate (7.57 g) and aminoacetaldehyde dimethylacetal (5.57 g) in methanol (20 ml) is heated under reflux for 24 hours. The cool solution is evaporated, and the residue treated with water (9.5 ml) and conc. hydrochloric acid (21 nil). The mixture is heated (steam bath) for 15 minutes and evaporated under reduced pressure. Water (50 ml) is added to the residue and the insoluble solid filtered and washed with water. The filtrate is neutralized with potassium carbonate solution and the precipitated solid filtered and washed with water. The combined solids are charcoaled and recrystallised from ethanol to give 3.87 g of 2-(3nitrophenyl)imidazole, mp 193-194.5° C.

후처리

  1. temperatureunder reflux for 24 hours
  2. customThe cool solution is evaporated
  3. additionthe residue treated with water (9.5 ml) and conc. hydrochloric acid (21 nil)
  4. temperatureThe mixture is heated (steam bath) for 15 minutes
  5. customevaporated under reduced pressure
  6. additionWater (50 ml) is added to the residue
  7. filtrationthe insoluble solid filtered
  8. washwashed with water
  9. filtrationthe precipitated solid filtered
  10. washwashed with water
  11. customrecrystallised from ethanol

출처 및 근거

ORD 기록
ord-c2438538b363415a82764565feb8661b
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211220B1

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