1,1'-Carbonyldiimidazole → N-(Methanesulfonyl)-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)acetamide

HRID 1059439노트

반응식

HRID 1059439 반응식
[N:1]1[C:10]2[NH:9][C:8]3[CH:11]=[C:12]([CH2:15][C:16]([OH:18])=O)[CH:13]=[CH:14][C:7]=3[S:6][C:5]=2[N:4]=[CH:3][CH:2]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[CH3:31][S:32]([NH2:35])(=[O:34])=[O:33]>O1CCCC1>[CH3:31][S:32]([NH:35][C:16](=[O:18])[CH2:15][C:12]1[CH:13]=[CH:14][C:7]2[S:6][C:5]3[N:4]=[CH:3][CH:2]=[N:1][C:10]=3[NH:9][C:8]=2[CH:11]=1)(=[O:34])=[O:33]

참가 물질

5

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 72879MethanesulfonamideHCID 1867013310H-Pyrazino[2,3-b][1,4]benzothiazine-8-acetic acid

생성물 1

HCID 18670435N-(Methanesulfonyl)-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)acetamide수율 48.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 0.259 g of (10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)acetic acid in tetrahydrofuran (10 ml) was added in a nitrogen atmosphere 0.18 g of carbonyldiimidazole and the resulting mixture was heated under reflux for 30 minutes. Then the reaction mixture was brought back to room temperature and 0.285 g of methanesulfonamide was added thereto. After stirring at room temperature for 16 hours, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (eluted with dichloromethane/methanol) to thereby give 0.163 g of the title compound as a yellow solid.

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. customwas brought back to room temperature
  4. distillationthe solvent was distilled off under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (eluted with dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-c35e80f992534b5a97d09881c7296d8b
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06518423B1

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