Water → 6-Chloro-2,3-dihydro-2-ethoxycarbonylmethyl-s-triazolo[4,3-b]pyridazin-3-one

HRID 26998

反応式

HRID 26998 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8](=[O:11])[NH:9][N:10]=2)[N:7]=1.[H-].[Na+].Cl[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].O>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8](=[O:11])[N:9]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:10]=2)[N:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 7751Ethyl chloroacetateHCID 24758Sodium hydrideHCID 64071826-chloro-2H,3H-[1,2,4]triazolo[4,3-b]pyridazin-3-one

生成物 1

HCID 218221826-Chloro-2,3-dihydro-2-ethoxycarbonylmethyl-s-triazolo[4,3-b]pyridazin-3-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

To a solution of 6-chloro-2,3-dihydro-s-triazolo[4,3-b]pyridazin-3-one [P. Francavilla and F. Lauria, J. Het. Chem., 8, 415 (1971)](1, 1.00 g., 5.9 m.mole) in dry DMF (30 ml.) was added sodium hydride (50% in paraffin, 0.3 g., 6.3 m.mole) under stirring with formation of yellow crystals. To the mixture was added ethyl chloroacetate (1.4 ml., 13 m.mole) and the mixture was heated at 90° C. for 8 hours with stirring. After cooling, the reaction mixture was poured into water (50 ml) and extracted with toluene (5×40 ml.). The organic extracts were combined, dried over anhydrous sodium sulfate and evaporated at reduced pressure. The residue was crystallized with benzene-n-hexane to give yellow needles of 2 (1.16 g., 77%), m.p. 114°-115° C. (lit. 110° C.).

後処理

  1. stirringwith stirring
  2. temperatureAfter cooling
  3. extractionextracted with toluene (5×40 ml.)
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated at reduced pressure
  6. customThe residue was crystallized with benzene-n-hexane
  7. customto give yellow needles of 2 (1.16 g., 77%), m.p. 114°-115° C. (lit. 110° C.)

出典と根拠

ORDレコード
ord-12c80c37465942cdad7ea251860db704
出典データセット
uspto-grants-1979_04
特許番号
US04151352

関連ノート

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