O-Xylene → 2-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

HRID 703839

反応式

HRID 703839 の反応式
[NH2:1][C:2]1[S:3][C:4]([S:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:5][N:6]=1.C([O:17][CH:18]=[CH:19][C:20](OCC)=O)C.C1(C)C(C)=CC=CC=1>O>[CH2:8]([S:7][C:4]1[S:3][C:2]2=[N:1][CH:20]=[CH:19][C:18](=[O:17])[N:6]2[N:5]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

参加物

5

反応物 3

HCID 7237O-XyleneHCID 992851,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)-HCID 221780Ethyl 3-ethoxy-2-propenoate

生成物 1

HCID 142544292-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one収率 54%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Fifteen point five (15.5) grams of 2-amino-5-benzylthio-1,3,4-thiadiazole, 10 g of ethyl 3-ethoxypropenoate, 15 g of polyphosphoric acid and 15 ml of xylene were mixed and vigorously stirred for 30 minutes. After the reaction was finished, the reaction mixture was cooled. Water was added to the reaction mixture and the mixture was extracted with toluene. The organic layer was washed with an aqueous sodium hydrogen carbonate solution and water respectively and dried over anhydrous sodium sulfate. The solvent was distilled off, the residue was recrystallized from an ethanol/hexane mixture, and thus 10.3 g of 2-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. Yield 54%.

後処理

  1. temperaturethe reaction mixture was cooled
  2. extractionthe mixture was extracted with toluene
  3. washThe organic layer was washed with an aqueous sodium hydrogen carbonate solution and water respectively
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off
  6. customthe residue was recrystallized from an ethanol/hexane mixture

出典と根拠

ORDレコード
ord-782d3eda1be948168e68848e8081f808
出典データセット
uspto-grants-1991_01
特許番号
US04985432

関連ノート

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