Phenacyl bromide → 6,6-Dimethyl-8-Keto-2-Phenyl-5,6,7,8-Tetrahydroimidazo[2,1-b]Benzothiazole

HRID 904607

Reaktionsgleichung

Reaktionsgleichung von HRID 904607
[NH2:1][C:2]1[S:3][C:4]2[C:10](=[O:11])[CH2:9][C:8]([CH3:13])([CH3:12])[CH2:7][C:5]=2[N:6]=1.Br[CH2:15][C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=O>C(Cl)(Cl)Cl>[CH3:12][C:8]1([CH3:13])[CH2:7][C:5]2[N:6]3[CH:15]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[N:1]=[C:2]3[S:3][C:4]=2[C:10](=[O:11])[CH2:9]1

Komponenten

4

Edukt 2

HCID 6259Phenacyl bromideHCID 5878742-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one

Produkt 1

HCID 9143496,6-Dimethyl-8-Keto-2-Phenyl-5,6,7,8-Tetrahydroimidazo[2,1-b]Benzothiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A 0.08 m. quantity each of 2-amino-5,5-dimethyl-7-keto-4,5,6,7-tetrahydrobenzothiazole and α-bromoacetophenone are mixed in 150 ml. of chloroform and heated at reflux for 4 hours. The slurry is filtered hot and the insoluble intermediate product is suspended in 600 ml. of water containing 25 g. of sodium acetate. This suspension is heated slowly to boil over 21/2 hours, then allowed to cool. The product is filtered off, washed well with water and dried yielding 12.5 g. of product melting at 175°-178° C. and having the structure: ##STR9##

Aufarbeitung

  1. temperatureat reflux for 4 hours
  2. filtrationThe slurry is filtered hot
  3. temperatureThis suspension is heated slowly
  4. custom2 hours
  5. temperatureto cool
  6. filtrationThe product is filtered off
  7. washwashed well with water
  8. customdried
  9. customyielding 12.5 g

Quellen und Nachweise

ORD-Eintrag
ord-4aeffa7437c3443e9edad411b9b5c150
Quelldatensatz
uspto-grants-1983_12
Patentnummer
US04419289

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