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Sodium hydride → HCID 70414521, 화합물

HRID 579758
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HRID 579758 반응식
[H-].[Na+].[CH3:3][C:4]1[N:5]([CH2:9][CH:10]2[C:22](=[O:23])[C:21]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[NH:14][C:13]=3[CH2:12][CH2:11]2)[CH:6]=[CH:7][N:8]=1.[CH3:24][S:25](Cl)(=[O:27])=[O:26].[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33]>CN(C)C=O.C(O)C.CCOCC>[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33].[CH3:3][C:4]1[N:5]([CH2:9][CH:10]2[C:22](=[O:23])[C:21]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]([S:25]([CH3:24])(=[O:27])=[O:26])[C:13]=3[CH2:12][CH2:11]2)[CH:6]=[CH:7][N:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 24758Sodium hydrideHCID 31297Methanesulfonyl chlorideHCID 444266Maleic AcidHCID 108912241,2,3,9-Tetrahydro-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one

생성물 1

HCID 70414521HCID 70414521, 화합물

시약·촉매·용매 3

HCID 702Ethanol용매
2회
HCID 3283Diethyl Ether용매
HCID 6228Dimethylformamide용매

실험 절차

Sodium hydride (0.075 g) was added to a solution of 1,2,3,9-tetrahydro-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one (0.7 g) in dimethylformamide (10 ml) and the mixture was stirred for 30 min. Methanesulphonyl chloride (0.25 ml) was added and stirring continued at room temperature for 5 h. The resulting solution was partitioned between sodium carbonate (100 ml) and ethyl acetate (3×50 ml). The combined organic layers were washed with water (3×50 ml), dried (Na2SO4), and evaporated in vacuo to give an oil. Purification by flash chromatography (A) gave an oil, which was dissolved in ethanol (10 ml) and added to a solution of maleic acid (0.15 g) in ethanol (5 ml). Addition of dry ether precipitated the title compound (0.7 g) m.p. 141°-142.5°.

후처리

  1. stirringstirring
  2. waitcontinued at room temperature for 5 h
  3. customThe resulting solution was partitioned between sodium carbonate (100 ml) and ethyl acetate (3×50 ml)
  4. washThe combined organic layers were washed with water (3×50 ml)
  5. dry with materialdried (Na2SO4)
  6. customevaporated in vacuo
  7. customto give an oil
  8. customPurification by flash chromatography (A)
  9. customgave an oil, which
  10. customprecipitated the title compound (0.7 g) m.p. 141°-142.5°

출처 및 근거

ORD 기록
ord-c6e5fd534fe44bf9a4f00cf265bd1176
출처 데이터셋
uspto-grants-1988_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04749718

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