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2-Pyridinesulfonamide, 3-iodo- → HCID 19044125, 화합물

HRID 260631
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HRID 260631 반응식
C[Al](C)C.[I:5][C:6]1[C:7]([S:12]([NH2:15])(=[O:14])=[O:13])=[N:8][CH:9]=[CH:10][CH:11]=1.[CH3:16][O:17][C:18]1[N:23]=[C:22]([O:24][CH3:25])[N:21]=[C:20]([NH:26][C:27](=O)[O:28]C)[N:19]=1>C1(C)C=CC=CC=1.ClCCl>[CH3:25][O:24][C:22]1[N:23]=[C:18]([O:17][CH3:16])[N:19]=[C:20]([NH:26][C:27](=[O:28])[NH:15][S:12]([C:7]2[C:6]([I:5])=[CH:11][CH:10]=[CH:9][N:8]=2)(=[O:13])=[O:14])[N:21]=1
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참가 물질

6

반응물 3

HCID 12144982-Pyridinesulfonamide, 3-iodo-HCID 12803256Methyl (4,6-dimethoxy-1,3,5-triazin-2-yl)carbamateHCID 16682925Trimethylaluminum

생성물 1

HCID 19044125HCID 19044125, 화합물

시약·촉매·용매 2

HCID 1140Toluene용매HCID 6344Dichloromethane용매2회

실험 절차

9.0 ml (18 mmol) of a 2M solution of trimethylaluminum in toluene are added dropwise at room temperature to 4.3 g (15 mmol) of 3-iodo-2-pyridinesulfonamide in 150 ml of dichloromethane. After evolution of gas has ceased, 3.85 [lacuna] (18 mmol) of methyl 4,6-dimethoxy-1,3,5-triazin-2-yl-carbamate in 20 ml of dichloromethane is added dropwise and the resulting solution is refluxed for 24 hours. The mixture is cooled and poured into 150 ml of ice-cold 1N hydrochloric acid. The organic phase is separated off and the aqueous phase is extracted 2x using dichloromethane. The organic phase is dried and evaporated. After triturating the crude product with diethyl ether, 3,1 g (44% of theory) of 3-(4,6-dimethoxy-1,3,5-triazin-2-yl)-1-(3-iodo-2-pyridylsulfonyl)urea of melting point 155° C. (dec.) are obtained.

후처리

  1. temperaturethe resulting solution is refluxed for 24 hours
  2. temperatureThe mixture is cooled
  3. customThe organic phase is separated off
  4. extractionthe aqueous phase is extracted 2x
  5. customThe organic phase is dried
  6. customevaporated
  7. customAfter triturating the crude product with diethyl ether, 3,1 g (44% of theory) of 3-(4,6-dimethoxy-1,3,5-triazin-2-yl)-1-(3-iodo-2-pyridylsulfonyl)urea of melting point 155° C. (dec.)
  8. customare obtained

출처 및 근거

ORD 기록
ord-7f15fb744ce4426ea96d1f1da9b10577
출처 데이터셋
uspto-grants-1996_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05529976

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