Hydrochloric Acid → 1-[3-(Thiophen-2-yl)-1,2,4-thiadiazol-5-yl]piperazine

HRID 2263023ノート

反応式

HRID 2263023 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:10]=[C:9]([N:11]2[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]2)[S:8][N:7]=1.Cl.CCCCCC>C(OCC)(=O)C>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:10]=[C:9]([N:11]2[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]2)[S:8][N:7]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 8058HexaneHCID 68777852HCID 68777852、化合物

生成物 1

HCID 687780151-[3-(Thiophen-2-yl)-1,2,4-thiadiazol-5-yl]piperazine

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

To a solution of tert-butyl 4-[3-(2-thienyl)-1,2,4-thiadiazol-5-yl]piperazine-1-carboxylate (4.30 g, 12.2 mmol) in ethyl acetate (70 ml) was added a solution of 4 N hydrochloric acid in ethyl acetate (35 ml), and the mixture was stirred at room temperature for 18 hours and half. Hexane (150 ml) was poured to the reaction mixture, and a solid was separated by filtration. The obtained solid was dissolved in an aqueous saturated sodium hydrogen carbonate solution, followed by stirring at room temperature for 2 hours. Water was poured to the reaction mixture, and the resulting solution was extracted with a mixed solution of ethyl acetate/tetrahydrofuran (1:1). The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Hexane was poured to the residue, and 2.31 g (75.0%) of the desired product as a solid was separated by filtration.

後処理

  1. customa solid was separated by filtration
  2. dissolutionThe obtained solid was dissolved in an aqueous saturated sodium hydrogen carbonate solution
  3. stirringby stirring at room temperature for 2 hours
  4. additionWater was poured to the reaction mixture
  5. extractionthe resulting solution was extracted with a mixed solution of ethyl acetate/tetrahydrofuran (1:1)
  6. washThe extract was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationthe solvent was distilled off under reduced pressure
  9. additionHexane was poured to the residue, and 2.31 g (75.0%) of the desired product as a solid
  10. customwas separated by filtration

出典と根拠

ORDレコード
ord-0998712190424240b298dbbf0c85c229
出典データセット
uspto-grants-2010_12
特許番号
US07851473B2

反応ノート

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