Imidazole → HCID 2995961, 화합물

HRID 2352189노트

반응식

HRID 2352189 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[H-].[Na+].Cl[CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=1>CN(C)C=O>[N+:18]([C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][CH:15]=1)[O:11][CH2:10][CH2:9][N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1)([O-:20])=[O:19]

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 24758Sodium hydrideHCID 43044241-(2-chloroethoxy)-3-nitrobenzene

생성물 1

HCID 2995961HCID 2995961, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

After dissolving 3.74 g. of imidazole in 60 ml. of dry N,N-dimethylformamide, 1.78 g. of 50% sodium hydride in oil was added. When the effervescence had stopped (circa 1 hr.), 7.35 g. of 1-(2-chloroethoxy)-3-nitrobenzene was added. After stirring overnight, the reaction was concentrated under vacuum. Water was added to the residue and the product was extracted into chloroform. The product was extracted out of the chloroform layer with dilute hydrochloric acid. Next, the aqueous acid layer was neutralized with potassium carbonate and the oily product extracted into chloroform. Upon drying the chloroform extract with sodium sulfate, it was concentrated under vacuum to an oil which crystallized on standing. Recrystallization from isopropyl acetate gave 6.12 g. of product as the monohydrate, m.p. 52.5°-55.5° C.

후처리

  1. dissolutionAfter dissolving 3.74 g
  2. custom(circa 1 hr.), 7.35 g
  3. concentrationthe reaction was concentrated under vacuum
  4. additionWater was added to the residue
  5. extractionthe product was extracted into chloroform
  6. extractionThe product was extracted out of the chloroform layer with dilute hydrochloric acid
  7. extractionthe oily product extracted into chloroform
  8. dry with materialUpon drying the chloroform
  9. extractionextract with sodium sulfate, it
  10. concentrationwas concentrated under vacuum to an oil which
  11. customcrystallized
  12. customRecrystallization from isopropyl acetate
  13. customgave 6.12 g

출처 및 근거

ORD 기록
ord-4370c2dc4107491b8c6bf67dae2ac62f
출처 데이터셋
uspto-grants-1989_10
특허 번호
US04876252

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