2-Bromo-1,2-diphenylethan-1-one → 2,3,5,6,7,8-Hexahydro-2,3-diphenylthiazolo[3,2-a][1,3]diazepin-3-ol hydrobromide

HRID 67230

Reaction equation

HRID 67230 reaction equation
[NH:1]1[CH2:7][CH2:6][CH2:5][CH2:4][NH:3][C:2]1=[S:8].[Br:9][CH:10]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12]>CC(C)=O>[BrH:9].[C:19]1([CH:10]2[S:8][C:2]3=[N:3][CH2:4][CH2:5][CH2:6][CH2:7][N:1]3[C:11]2([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[OH:12])[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 1026302-Bromo-1,2-diphenylethan-1-oneHCID 7365891,3-Diazepane-2-thione

Product 1

HCID 205282882,3,5,6,7,8-Hexahydro-2,3-diphenylthiazolo[3,2-a][1,3]diazepin-3-ol hydrobromide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A 2.6 g. portion of hexahydro-2H-1,3-diazepin-2-thione is dissolved in 150 ml. of acetone and clarified. A 5.5 g. portion of 2-bromo-2-phenylacetophenone is added and the solution is refluxed for one hour and then stirred at room temperature for 16 hours. The solid is collected, washed with acetone and dried in vacuo at 60° C., giving 6.5 g. of the desired product, m.p. 195°-197° C. (dec.).

Workup

  1. temperaturethe solution is refluxed for one hour
  2. customThe solid is collected
  3. washwashed with acetone
  4. customdried in vacuo at 60° C.
  5. customgiving 6.5 g

Sources & evidence

ORD record
ord-a3c634d5fec74401a80367e4f62dcb78
Source dataset
uspto-grants-1982_08
Patent number
US04344954

Linked notes

Loading…