Acetone → HCID 13424618, compound

HRID 465106

Reaction equation

HRID 465106 reaction equation
[C:1]1([CH:7]2[CH2:14][N:13]3[C:9]([S:10][CH2:11][CH2:12]3)=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:15][CH2:16][C:17]([OH:19])=[O:18].[CH3:20][C:21]([CH3:23])=O>>[Br-:15].[C:1]1([CH:7]2[CH2:14][N+:13]3[CH2:12][CH2:11][S:10][C:9]=3[N:8]2[CH2:16][C:17]([O:19][CH2:20][CH2:21][CH2:23][CH2:14][CH2:7][CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[O:18])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 180AcetoneHCID 3913(+-)-TetramisoleHCID 6227Bromoacetic Acid

Product 1

HCID 13424618HCID 13424618, compoundYield 75%

Procedure

2 g (0.01 mol) of 2,3,5,6-tetrahydro-6-phenylimidazo-[2,1-b]-thiazole and 2.8 g (0.01 mol) of decyl ester of monobromacetic acid are dissolved in 25 ml of acetone and allowed to stand overnight at room temperature. The product is filtered-off and washed with acetone to give 4.6 g (96%). After crystallization from dioxane there are obtained 3.6 g (75%) of 2,3,5,6-tetrahydro-6-phenyl-7-decyloxycarbonylmethylimidazo-[2,1-b]-thiazolium bromide, m.p. 127°-128° C.

Workup

  1. washwashed with acetone
  2. customto give 4.6 g (96%)
  3. customAfter crystallization from dioxane

Sources & evidence

ORD record
ord-9fd8b45b4495403dbb2889332b097131
Source dataset
uspto-grants-1985_10
Patent number
US04550170

Linked notes

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