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1H-1,2,4-Triazole → HCID 19811645, 화합물

HRID 2073381
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HRID 2073381 반응식
Br[CH2:2][C:3]1[CH:15]=[C:14]2[C:6]([CH:7]=[CH:8][C:9]3[O:10][C:11](=[O:18])[C:12]([CH3:17])([CH3:16])[C:13]=32)=[CH:5][CH:4]=1.[NH:19]1[CH:23]=[N:22][CH:21]=[N:20]1>C(#N)C>[CH3:16][C:12]1([CH3:17])[C:11](=[O:18])[O:10][C:9]2[CH:8]=[CH:7][C:6]3[C:14]([C:13]1=2)=[CH:15][C:3]([CH2:2][N:19]1[CH:23]=[N:22][CH:21]=[N:20]1)=[CH:4][CH:5]=3
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 92571H-1,2,4-TriazoleHCID 19858042HCID 19858042, 화합물

생성물 1

HCID 19811645HCID 19811645, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 8-bromomethyl-1,1-dimethyl-2(1H)-naphtho[2,1-b]furanone in acetonitrile (5 ml), was treated with 1,2,4-triazole (1.4 g) and the mixture was heated under reflux for 18 h. The solution was evaporated to dryness under reduced pressure and the residue was partitioned between 1N aqueous sodium hydrogen carbonate and ethyl acetate. The ethyl acetate extract was separated, dried and evaporated to dryness, and the residue was purified by flash chromatography. Elution with methanol:chloroform, 1:49 v/v, gave 1,1-dimethyl-8-(1H-1,2,4-triazol-1-ylmethyl)-2-(1H)-naphtho[2,1-b]furanone, m.p. 136°-137° after recrystallisation from a mixture of ethyl acetate and cyclohexane.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 18 h
  3. customThe solution was evaporated to dryness under reduced pressure
  4. customthe residue was partitioned between 1N aqueous sodium hydrogen carbonate and ethyl acetate
  5. extractionThe ethyl acetate extract
  6. customwas separated
  7. customdried
  8. customevaporated to dryness
  9. customthe residue was purified by flash chromatography
  10. washElution with methanol

출처 및 근거

ORD 기록
ord-816674251361436b9d3d5eee15484346
출처 데이터셋
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04916148

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