Pyrazole → 1-Pyrazol-1-yl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

HRID 513757ノート

反応式

HRID 513757 の反応式
CC([O-])(C)C.[K+].[NH:7]1[CH:11]=[CH:10][CH:9]=[N:8]1.Cl[C:13]1[C:30]2[C:17](=[C:18]3[C:27](=[CH:28][CH:29]=2)[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[S:20](=[O:32])(=[O:31])[NH:19]3)[N:16]=[CH:15][CH:14]=1>CS(C)=O>[N:7]1([C:13]2[C:30]3[C:17](=[C:18]4[C:27](=[CH:28][CH:29]=3)[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[S:20](=[O:31])(=[O:32])[NH:19]4)[N:16]=[CH:15][CH:14]=2)[CH:11]=[CH:10][CH:9]=[N:8]1

参加物

5

反応物 3

HCID 1048PyrazoleHCID 23665647Potassium tert-butoxideHCID 681833551-Chloro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

生成物 1

HCID 681832231-Pyrazol-1-yl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide収率 29%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

KOtBu (76 mg, 0.68 mmol) was added to a solution of pyrazole (51 mg, 0.76 mmol) in DMSO (1 ml) at 0° C. in a sealed tube and the mixture was stirred at room temperature for 15 min. 1-Chloro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide 305 (80 mg, 0.252 mmol) was added and the mixture was heated at 100° C. for 4 h. After cooling, the mixture was poured onto ice and the aqueous was extracted with iPA: chloroform (30:70). The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by column chromatography with chloroform/MeOH (98:2) to give the title compound (25 mg, 29%).

後処理

  1. temperaturethe mixture was heated at 100° C. for 4 h
  2. temperatureAfter cooling
  3. additionthe mixture was poured onto ice
  4. extractionthe aqueous was extracted with iPA
  5. dry with materialThe organic phase was dried (Na2SO4)
  6. concentrationconcentrated in vacuo
  7. customThe crude residue was purified by column chromatography with chloroform/MeOH (98:2)

出典と根拠

ORDレコード
ord-baedf271d1ef4a26a21424463f225fe2
出典データセット
uspto-grants-2015_08
特許番号
US09102688B2

反応ノート

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