N-bromobutanimide → 2-Ethyl-7-methyl-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-one

HRID 324450Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 324450
[CH2:1]([C:3]1[S:4][C:5]2[CH2:12][CH2:11][C:10]3[CH:13]=[C:14]([CH3:17])[CH:15]=[CH:16][C:9]=3[C:8](=[O:18])[C:6]=2[N:7]=1)[CH3:2].BrN1C(=O)CCC1=O>C1C=CC=CC=1>[CH2:1]([C:3]1[S:4][C:5]2[CH:12]=[CH:11][C:10]3[CH:13]=[C:14]([CH3:17])[CH:15]=[CH:16][C:9]=3[C:8](=[O:18])[C:6]=2[N:7]=1)[CH3:2]

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 220036352-Ethyl-9,10-dihydro-7-methyl-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-one

Produkt 1

HCID 220036592-Ethyl-7-methyl-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A solution of the product from step (i) (3.14 g) and N-bromosuccinimide (2.18 g) in benzene (40 ml) was irradiated with a 500 Watt halogen lamp for 2 h. The reaction mixture was partitioned between dichloromethane and water. The organic phase was further washed with water, collected, dried (MgSO4) and solvent evaporated under reduced pressure. The residue was dissolved in dichloromethane (25 ml) and triethylamine (10 ml) added. After stirring for 16 h the solvent/reagent were evaporated under reduced pressure. Purification was by chromatography eluting with 30-40% ethyl acetate in isohexane.

Aufarbeitung

  1. customThe reaction mixture was partitioned between dichloromethane and water
  2. washThe organic phase was further washed with water
  3. customcollected
  4. dry with materialdried (MgSO4) and solvent
  5. customevaporated under reduced pressure
  6. dissolutionThe residue was dissolved in dichloromethane (25 ml)
  7. additiontriethylamine (10 ml) added
  8. customwere evaporated under reduced pressure
  9. customPurification
  10. washeluting with 30-40% ethyl acetate in isohexane

Quellen und Nachweise

ORD-Eintrag
ord-bebbb6ddf37b45e4b3355578fef7c23c
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06218376B1

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