Oxalic Acid → 3-(4-methyl-1-piperazinylmethyl)-4-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole dioxalate

HRID 1606044ノート

反応式

HRID 1606044 の反応式
S(O[CH2:12][C:13]1[N:17]([C:18]2[S:19][C:20]([CH2:32][CH3:33])=[CH:21][C:22]=2[C:23](=[O:31])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:30])[C:16]([CH3:34])=[N:15][N:14]=1)(C1C=CC(C)=CC=1)(=O)=O.[CH3:35][N:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1.[C:42]([OH:47])(=[O:46])[C:43]([OH:45])=[O:44]>C(O)C>[C:42]([OH:47])(=[O:46])[C:43]([OH:45])=[O:44].[C:42]([OH:47])(=[O:46])[C:43]([OH:45])=[O:44].[CH3:35][N:36]1[CH2:41][CH2:40][N:39]([CH2:12][C:13]2[N:17]([C:18]3[S:19][C:20]([CH2:32][CH3:33])=[CH:21][C:22]=3[C:23](=[O:31])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[Cl:30])[C:16]([CH3:34])=[N:15][N:14]=2)[CH2:38][CH2:37]1

参加物

5

反応物 3

HCID 971Oxalic AcidHCID 531671-MethylpiperazineHCID 545721073-tosyloxymethyl-4-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole

生成物 1

HCID 867332583-(4-methyl-1-piperazinylmethyl)-4-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole dioxalate収率 49.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

To a suspension of 7 g of 3-tosyloxymethyl-4-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole in 100 ml of ethanol is added 2 g of N-methyl-piperazine, and the mixture is refluxed for 5 hours. Aftr the completion of the reaction, the solvent is distilled off and water is added to the residue. The residue is made alkaline with potassium carbonate and extracted with ethyl acetate. The extract is washed with water and dried over anhydrous sodium sulfate. The solvent is distilled off and the residue obtained is allowed to react with 2.2 g of oxalic acid in ethanol. The crude crystals formed are recrystallized from aqueous ethanol to give 3.8 g of 3-(4-methyl-1-piperazinylmethyl)-4-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole dioxalate 1/2 hydrate as colorless crystals melting at 164° - 165°C (decomposition).

後処理

  1. temperaturethe mixture is refluxed for 5 hours
  2. customAftr the completion of the reaction
  3. distillationthe solvent is distilled off
  4. additionwater is added to the residue
  5. extractionextracted with ethyl acetate
  6. washThe extract is washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThe solvent is distilled off
  9. customthe residue obtained
  10. customThe crude crystals formed
  11. customare recrystallized from aqueous ethanol

出典と根拠

ORDレコード
ord-425f70e40fb2439894de0856179cb3ae
出典データセット
uspto-grants-1976_04
特許番号
US03952006

反応ノート

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