Phenacyl bromide → 2-Phenyl-5,6,7,8-tetrahydroimidazo[2,1-b][1,3]benzothiazole

HRID 223439

Reaction equation

HRID 223439 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH2:10][CH2:9][CH2:8][CH2:7][C:5]=2[N:6]=1.Br[CH2:12][C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=O>C(Cl)(Cl)Cl>[C:15]1([C:13]2[N:1]=[C:2]3[N:6]([CH:12]=2)[C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[S:3]3)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 6259Phenacyl bromideHCID 180462-Amino-4,5,6,7-tetrahydrobenzothiazole

Product 1

HCID 7608862-Phenyl-5,6,7,8-tetrahydroimidazo[2,1-b][1,3]benzothiazole

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.1 m. Quantitites of 2-amino-4,5,6,7-tetrahydrobenzothiazole and α-bromoacetophenone in 100 ml. of chloroform are heated at reflux for 2 hours. After cooling, the solid is filtered off and slurried in 1 l. of water containing 40 g. of ammonium acetate. This suspension is heated to boiling over a 2-hour period and allowed to cool. The product is collected, washed with water and dried. The yield of product is 19.8 g. melting at 158°-160° C. and having the formula: ##STR14##

Workup

  1. temperatureat reflux for 2 hours
  2. temperatureAfter cooling
  3. filtrationthe solid is filtered off
  4. temperatureThis suspension is heated
  5. waitto boiling over a 2-hour period
  6. temperatureto cool
  7. customThe product is collected
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-55e61c61e09a44e9ba24571f812efb56
Source dataset
uspto-grants-1982_10
Patent number
US04354970

Linked notes

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