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1,1'-Carbonyldiimidazole → HCID 10199947, 화합물

HRID 558261
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HRID 558261 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[C:21]([Cl:23])[CH:22]=1)[O:5][C:6]1[C:7]([CH2:18][CH3:19])=[N:8][N:9]([CH2:13][C:14]([NH:16][NH2:17])=[O:15])[C:10]=1[CH2:11][CH3:12].[C:24](N1C=CN=C1)(N1C=CN=C1)=[O:25]>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[C:21]([Cl:23])[CH:22]=1)[O:5][C:6]1[C:7]([CH2:18][CH3:19])=[N:8][N:9]([CH2:13][C:14]2[O:15][C:24](=[O:25])[NH:17][N:16]=2)[C:10]=1[CH2:11][CH3:12]
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참가 물질

4

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 10291828HCID 10291828, 화합물

생성물 1

HCID 10199947HCID 10199947, 화합물수율 38%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A stirred solution of the hydrazide (275 mg, 0.77 mmol) of Example 11 and 1,1′-carbonyl diimidazole 187 mg, 1.16 mmol) in dioxane (50 ml) was heated under reflux for 18 hours. After cooling, the mixture was concentrated under reduced pressure and the residue was dissolved in dichloromethane (50 ml) and washed with water (25 ml). The organic layer was dried over magnesium sulphate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel eluting with dichloromethane:methanol (95:5, by volume) to afford the title compound (112 mg) as a white solid m.p. 138-142° C.

후처리

  1. temperatureunder reflux for 18 hours
  2. temperatureAfter cooling
  3. concentrationthe mixture was concentrated under reduced pressure
  4. dissolutionthe residue was dissolved in dichloromethane (50 ml)
  5. washwashed with water (25 ml)
  6. dry with materialThe organic layer was dried over magnesium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was purified by flash chromatography on silica gel eluting with dichloromethane:methanol (95:5, by volume)

출처 및 근거

ORD 기록
ord-82f6c3c5c2ca4a96a7637295ea8506bd
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08063044B2

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