(+/-)-5-(2,7-Dichloro-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-yl)-1-methyl-2,4(1H,3H)-pyrimidinedione → (+/-)-5-(7-Chloro-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-yl)-1-methyl-2,4(1H,3H)-pyrimidinedione

HRID 324492ノート

反応式

HRID 324492 の反応式
Cl[C:2]1[S:3][C:4]2[CH:11]=[CH:10][C:9]3[CH:12]=[C:13]([Cl:16])[CH:14]=[CH:15][C:8]=3[CH:7]([C:17]3[C:18](=[O:25])[NH:19][C:20](=[O:24])[N:21]([CH3:23])[CH:22]=3)[C:5]=2[N:6]=1>C(O)(=O)C.[Zn]>[Cl:16][C:13]1[CH:14]=[CH:15][C:8]2[CH:7]([C:17]3[C:18](=[O:25])[NH:19][C:20](=[O:24])[N:21]([CH3:23])[CH:22]=3)[C:5]3[N:6]=[CH:2][S:3][C:4]=3[CH:11]=[CH:10][C:9]=2[CH:12]=1

参加物

4

反応物 1

HCID 70113243(+/-)-5-(2,7-Dichloro-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-yl)-1-methyl-2,4(1H,3H)-pyrimidinedione

生成物 1

HCID 70113817(+/-)-5-(7-Chloro-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-yl)-1-methyl-2,4(1H,3H)-pyrimidinedione

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

実験手順

Zinc powder (4 g) was added to a solution of the product from example 44 step (viii) (0.5 g) in acetic acid. After 24 h the solvent was evaporated under reduced pressure and the residue partitioned between saturated sodium bicarbonate solution and dichloromethane. The organic phase was collected, dried, (MgSO4) and solvent evaporated to leave as a beige foam. Purification by trituration and filtration from isohexane/ethyl acetate mixtures gave the title product.

後処理

  1. customAfter 24 h the solvent was evaporated under reduced pressure
  2. customthe residue partitioned between saturated sodium bicarbonate solution and dichloromethane
  3. customThe organic phase was collected
  4. customdried
  5. custom(MgSO4) and solvent evaporated
  6. customto leave as a beige foam
  7. customPurification
  8. filtrationby trituration and filtration from isohexane/ethyl acetate mixtures

出典と根拠

ORDレコード
ord-f840ebdd4cad4fa2853399986fc0c241
出典データセット
uspto-grants-2001_04
特許番号
US06218376B1

反応ノート

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