Bromoacetone → HCID 118308742, compound

HRID 923494Notes

Reaction equation

HRID 923494 reaction equation
[C:1]([C:4]1([CH3:18])[CH2:8][O:7][C:6]([CH3:10])([CH3:9])[N:5]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])(=[S:3])[NH2:2].Br[CH2:20][C:21]([CH3:23])=O>C(O)C>[CH3:9][C:6]1([CH3:10])[N:5]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C:4]([CH3:18])([C:1]2[S:3][CH:20]=[C:21]([CH3:23])[N:2]=2)[CH2:8][O:7]1

Participants

4

Reactant 2

HCID 11715BromoacetoneHCID 72402555HCID 72402555, compound

Product 1

HCID 118308742HCID 118308742, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 244 mg of tert-butyl 4-carbamothioyl-2,2,4-trimethyl-1,3-oxazolidine-3-carboxylate and 0.1 ml of 1-bromoacetone in 10 ml of ethanol was stirred at 75° C. for 2 hours. The reaction mixture was concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography to obtain 102 mg of tert-butyl 2,2,4-trimethyl-4-(4-methyl-1,3-thiazol-2-yl)-1,3-oxazolidine-3-carboxylate.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-d441f4d46af04eaab9861c8327504da4
Source dataset
uspto-grants-2016_03
Patent number
US09278968B2

Reaction notes

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