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

HRID 1059439ノート

反応式

HRID 1059439 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-c35e80f992534b5a97d09881c7296d8b
出典データセット
uspto-grants-2003_02
特許番号
US06518423B1

反応ノート

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