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Sodium Azide → HCID 86630625, 화합물

HRID 643713
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HRID 643713 반응식
[N-:1]=[N+:2]=[N-:3].[Na+].CS(O[CH2:10][C:11]([S:14]([C:17]1[CH:34]=[CH:33][C:20]2[N:21]([CH2:29][CH:30]3[CH2:32][CH2:31]3)[C:22]([CH2:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[N:23][C:19]=2[CH:18]=1)(=[O:16])=[O:15])([CH3:13])[CH3:12])(=O)=O>CN(C=O)C>[N:1]([CH2:13][C:11]([S:14]([C:17]1[CH:34]=[CH:33][C:20]2[N:21]([CH2:29][CH:30]3[CH2:31][CH2:32]3)[C:22]([CH2:24][C:25]([CH3:26])([CH3:27])[CH3:28])=[N:23][C:19]=2[CH:18]=1)(=[O:16])=[O:15])([CH3:10])[CH3:12])=[N+:2]=[N-:3]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 86630624HCID 86630624, 화합물

생성물 1

HCID 86630625HCID 86630625, 화합물수율 73%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
160 °C

실험 절차

To a solution of sodium azide (176 mg, 2.70 mmol) in N,N′-dimethylformamide (5 mL) was added 2-{[1-(cyclopropylmethyl)-2-(2,2-dimethylpropyl)-1H-benzimidazol-5-yl]sulfonyl}-2-methylpropyl methanesulfonate (Step I, 411 mg, 0.90 mmol) in N,N′-dimethylformamide (3 mL) at room temperature. The mixture was stirred at 160° C. for 24 h. The mixture was washed with ethyl acetate (20 mL×3) and water (30 mL). The combined organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:2 as eluent) to afford the title compound (265 mg) as a white amorphous.

후처리

  1. washThe mixture was washed with ethyl acetate (20 mL×3) and water (30 mL)
  2. dry with materialThe combined organic layer was dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:2 as eluent)

출처 및 근거

ORD 기록
ord-5ad3b316735f4d11ba65e528637d5276
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07700618B2

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