(+/-)-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 324492Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 324492
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

Komponenten

4

Edukt 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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-f840ebdd4cad4fa2853399986fc0c241
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06218376B1

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