Ethyl Acetoacetate → 2-(4-chlorobenzylthio)-7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

HRID 1073778ノート

反応式

HRID 1073778 の反応式
[NH2:1][C:2]1[S:3][C:4]([S:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[N:5][N:6]=1.[C:16](OCC)(=[O:21])[CH2:17][C:18]([CH3:20])=O>O>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([CH2:8][S:7][C:4]2[S:3][C:2]3=[N:1][C:18]([CH3:20])=[CH:17][C:16](=[O:21])[N:6]3[N:5]=2)=[CH:10][CH:11]=1

参加物

4

反応物 2

HCID 8868Ethyl AcetoacetateHCID 3518875-(((4-Chlorophenyl)methyl)thio)-1,3,4-thiadiazol-2-amine

生成物 1

HCID 156107832-(4-chlorobenzylthio)-7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one収率 84%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Twenty point two (20.2) g of the thus obtained 2-amino-5-(4-chlorobenzylthio)-1,3,4-thiadiazole and 12.2 g of ethyl acetoacetate were mixed with 24 g of polyphosphoric acid and the mixture was stirred at 130°~150° C. for 45 minutes. After cooling, water was added to the mixture, the mixture was extracted with chloroform, and the organic layer was washed with a sodium hydrogen carbonate aqueous solution and water respectively. The organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was recrystallized from ethanol and thus 21.3 g of 2-(4-chlorobenzylthio)-7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained m.p. 138.5°~139.5° C. Yield 84%.

後処理

  1. temperatureAfter cooling
  2. extractionthe mixture was extracted with chloroform
  3. washthe organic layer was washed with a sodium hydrogen carbonate aqueous solution and water respectively
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off
  6. customThe residue was recrystallized from ethanol

出典と根拠

ORDレコード
ord-e9100b7027764c3a9a37dc58e79caa5c
出典データセット
uspto-grants-1990_11
特許番号
US04971971

反応ノート

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