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Stannous Chloride → HCID 22558446, 화합물

HRID 984437
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HRID 984437 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:14][C:15](=[O:32])[C:16]([NH:18][C:19]([CH3:31])([CH3:30])[CH2:20][C:21]2[CH:26]=[CH:25][C:24]([N+:27]([O-])=O)=[CH:23][CH:22]=2)=[O:17])[CH:6]=[CH:7][C:8]=1[C:9]1[O:13][CH:12]=[N:11][CH:10]=1.[Sn](Cl)Cl.O1CCOCC1>C(O)C.C(OCC)(=O)C>[NH2:27][C:24]1[CH:25]=[CH:26][C:21]([CH2:20][C:19]([NH:18][C:16](=[O:17])[C:15]([NH:14][C:5]2[CH:6]=[CH:7][C:8]([C:9]3[O:13][CH:12]=[N:11][CH:10]=3)=[C:3]([O:2][CH3:1])[CH:4]=2)=[O:32])([CH3:30])[CH3:31])=[CH:22][CH:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 24479Stannous ChlorideHCID 312751,4-DioxaneHCID 9803166HCID 9803166, 화합물

생성물 1

HCID 22558446HCID 22558446, 화합물수율 75.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 44 mg (0.1 mmol) of N-[3-methoxy-4-(5-oxazolyl)phenyl]-N′-[1,1-dimethyl-2-(4-nitrophenyl)ethyl]oxalamide and 90 mg (0.5 mmol) of tin(II) chloride were stirred and heated at 85° C. in 2 ml of ethanol and 1 ml of 1,4-dioxane for 5 hours. The resulting solution was cooled, diluted with ethyl acetate and washed with 2M sodium hydroxide. The organic phase was dried over magnesium sulphate, evaporated to dryness and the residue chromatographed on silica gel using ethyl acetate/petrol (2:1) for the elution. After trituration with petrol there was obtained 31 mg of N-[2-(4-aminophenyl)-1,1-dimethylethyl]-N′-[3-methoxy-4-(5-oxazolyl)phenyl]oxalamide as a white solid. MS: m/e 409 M+H]+.

후처리

  1. temperatureThe resulting solution was cooled
  2. washwashed with 2M sodium hydroxide
  3. dry with materialThe organic phase was dried over magnesium sulphate
  4. customevaporated to dryness
  5. customthe residue chromatographed on silica gel
  6. washfor the elution

출처 및 근거

ORD 기록
ord-af9f12b28cf94cd993fcb6ee81950467
출처 데이터셋
uspto-grants-2005_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06867299B2

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