4,4'-Dimethoxybenzil → 5,6-bis-(4-methoxyphenyl)-1,2,4-triazin-3-thione

HRID 889829ノート

反応式

HRID 889829 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)=O)=O)=[CH:5][CH:4]=1.[NH2:21][NH:22][C:23]([NH2:25])=[S:24]>C(O)(=O)C.O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)=[N:21][NH:22][C:23](=[S:24])[N:25]=2)=[CH:5][CH:4]=1

参加物

5

反応物 2

HCID 710434,4'-DimethoxybenzilHCID 2723789Thiosemicarbazide

生成物 1

HCID 42600365,6-bis-(4-methoxyphenyl)-1,2,4-triazin-3-thione収率 62.1%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

A mixture of 4,4′-dimethoxybenzil (13.6 g, 50 mmol) and 6.06 g of thiosemicarbazide (66.5 mmol) in 50 mL of glacial acetic acid were stirred at room temperature then refluxed overnight. The cooled reaction mixture was diluted with 150 mL of water and filtered. The solids were washed with water and dried. The crude product was heated with 55 mL of ethyl acetate, cooled, filtered and dried to give 10.1 g of 5,6-bis-(4-methoxyphenyl)-1,2,4-triazin-3-thione, mp 228–232° C.

後処理

  1. temperaturethen refluxed overnight
  2. customThe cooled reaction mixture
  3. filtrationfiltered
  4. washThe solids were washed with water
  5. customdried
  6. temperatureThe crude product was heated with 55 mL of ethyl acetate
  7. temperaturecooled
  8. filtrationfiltered
  9. customdried

出典と根拠

ORDレコード
ord-9bb2a2711b9e4eb3bd3644ac0cfcf6b1
出典データセット
uspto-grants-2006_02
特許番号
US06995157B2

反応ノート

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