3-Bromo-1,1-diphenylacetone → 2-(tert.-Butylimino)-4-diphenylmethyl-3-methyl-4-thiazolidinol hydrobromide

HRID 354910

Reaction equation

HRID 354910 reaction equation
[C:1]([NH:5][C:6]([NH:8][CH3:9])=[S:7])([CH3:4])([CH3:3])[CH3:2].[Br:10][CH2:11][C:12](=[O:26])[CH:13]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CC(C)=O>[BrH:10].[C:1]([N:5]=[C:6]1[N:8]([CH3:9])[C:12]([CH:13]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)([OH:26])[CH2:11][S:7]1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 27946353-Bromo-1,1-diphenylacetoneHCID 42102681-tert-Butyl-3-methyl-2-thiourea

Product 1

HCID 205065482-(tert.-Butylimino)-4-diphenylmethyl-3-methyl-4-thiazolidinol hydrobromide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A 1.48 g. portion of 1-tert.-butyl-3-methyl-2-thiourea in 75 ml. of acetone is treated with a clarified solution of 2.89 g. of 3-bromo-1,1-diphenyl-2-propanone in 75 ml. of acetone. The mixture is stirred at room temperature for 17 hours. The solid is collected by filtration, washed with acetone and dried at 60° C. in vacuo, giving 2.8 g. of the desired product, m.p. 170°-172° C. (dec.).

Workup

  1. filtrationThe solid is collected by filtration
  2. washwashed with acetone
  3. customdried at 60° C. in vacuo
  4. customgiving 2.8 g

Sources & evidence

ORD record
ord-2e293691fbdd41c3980b17be8f3a56b3
Source dataset
uspto-grants-1983_03
Patent number
US04377589

Linked notes

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