Sodium Carbonate → Methyl 4-(2,3-dimethoxybenzyl)-1-piperazinecarbodithioate

HRID 1757549ノート

反応式

HRID 1757549 の反応式
[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5]Cl.[N:13]1([C:19]([S:21][CH3:22])=[S:20])[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][N:16]1[CH2:17][CH2:18][N:13]([C:19]([S:21][CH3:22])=[S:20])[CH2:14][CH2:15]1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 27583941-(Chloromethyl)-2,3-dimethoxybenzeneHCID 21278808Methyl piperazine-1-carbodithioate

生成物 1

HCID 19388456Methyl 4-(2,3-dimethoxybenzyl)-1-piperazinecarbodithioate収率 40.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To 20 ml of ethanol were added 1.0 g (5.36 mmol) of 2,3-dimethoxybenzyl chloride, 943 mg (5.36 mmol.) of methyl 1-piperazinecarbodithioate and 568mg (5.36 mmol.) of sodium carbonate. The obtained mixture was refluxed under heating for 2 hours. Ethanol was distilled off under reduced pressure. To the residue was added water. The aqueous mixture was extracted with 30 ml of ether. The ether portion was shaken together with 5 ml of 3-N hydrochloric acid. An oil which was insoluble in either portion and the aqueous portion were combined. The combined mixture was extracted with ether, after addition of 20 ml of 1-N aqueous sodium hydroxide solution. The ether extract was washed with water and a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and placed under reduced pressure to distill off the solvent. Theresidue was recrystallized from ethanol to give 708 mg of the desired compound, m.p. 110°-111° C., yield 40.5%.

後処理

  1. temperatureThe obtained mixture was refluxed
  2. temperatureunder heating for 2 hours
  3. distillationEthanol was distilled off under reduced pressure
  4. additionTo the residue was added water
  5. extractionThe aqueous mixture was extracted with 30 ml of ether
  6. extractionThe combined mixture was extracted with ether
  7. additionafter addition of 20 ml of 1-N aqueous sodium hydroxide solution
  8. extractionThe ether extract
  9. washwas washed with water
  10. dry with materiala saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate
  11. distillationto distill off the solvent
  12. customTheresidue was recrystallized from ethanol

出典と根拠

ORDレコード
ord-c5f4aab5cfb84f83a8108f8d1b83a3fc
出典データセット
uspto-grants-1995_08
特許番号
US05446146

反応ノート

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