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Hydrochloric Acid → 1-Prpopanesulfonamide, 3-((1,2,4)triazolo(1,5-b)pyridazin-6-yloxy)-

HRID 274282
ノート
印刷プレビュー

反応式

HRID 274282 の反応式
[H-].[Na+].[OH:3][CH2:4][CH2:5][CH2:6][S:7]([NH2:10])(=[O:9])=[O:8].Cl[C:12]1[CH:13]=[CH:14][C:15]2[N:16]([N:18]=[CH:19][N:20]=2)[N:17]=1.Cl.[Cl-].[Na+]>CN(C)C=O>[S:7]([CH2:6][CH2:5][CH2:4][O:3][C:12]1[CH:13]=[CH:14][C:15]2[N:16]([N:18]=[CH:19][N:20]=2)[N:17]=1)(=[O:9])(=[O:8])[NH2:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 24758Sodium hydrideHCID 104869183-Hydroxypropane-1-sulfonamideHCID 112406116-Chloro-(1,2,4)triazolo(1,5-b)pyridazine

生成物 1

HCID 30738011-Prpopanesulfonamide, 3-((1,2,4)triazolo(1,5-b)pyridazin-6-yloxy)-収率 52.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In 12 ml of dimethylformamide was suspended 0.48 g of 60% sodium hydride in oil followed by addition of 0.835 g of 3-hydroxy-1-propanesulfonamide and the mixture was stirred under reduced pressure at room temperature for 30 minutes. Then, 0.928 g of 6-chloro[1,2,4]triazolo[1,5-b]pyridazine was added and the mixture was further stirred at room temperature for 18 hours. Following addition of 40 ml of ice water, the reaction mixture was adjusted to pH6 with 1N-hydrochloric acid then saturated with sodium chloride. The aqueous layer was extracted with tetrahydrofuran and the extract was dried over magnesium sulfate. The solvent was distilled off under reduced pressure and the resulting residue was crystallized from ethyl ether. The washed crystals were recrystallized from hot methanol to provide 0.811 g of title compound. m.p. 145°-147° C.

後処理

  1. stirringthe mixture was further stirred at room temperature for 18 hours
  2. extractionThe aqueous layer was extracted with tetrahydrofuran
  3. dry with materialthe extract was dried over magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe resulting residue was crystallized from ethyl ether
  6. customThe washed crystals were recrystallized from hot methanol

出典と根拠

ORDレコード
ord-ef5441d25a9b42f7b19df8c1f2556881
出典データセット
uspto-grants-1995_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05389633

反応ノート

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