2-Propanone, 1-(acetyloxy)-3-chloro- → (2-Aminothiazol-4-yl)methyl acetate hydrochloride

HRID 2117828Notes

Reaction equation

HRID 2117828 reaction equation
[C:1]([O:4][CH2:5][C:6](=O)[CH2:7][Cl:8])(=[O:3])[CH3:2].[NH2:10][C:11]([NH2:13])=[S:12]>C(O)C>[ClH:8].[C:1]([O:4][CH2:5][C:6]1[N:10]=[C:11]([NH2:13])[S:12][CH:7]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 384132-Propanone, 1-(acetyloxy)-3-chloro-HCID 2723790Thiourea

Product 1

HCID 21915032(2-Aminothiazol-4-yl)methyl acetate hydrochlorideYield 51.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-chloro-2-oxopropyl acetate (5 g) and thiourea (2.5 g) in ethanol (25 ml) was refluxed for 4-hours. The reaction mixture was cooled to ambient temperature and the resulting crystalline precipitate was collected by filtration and washed with ethanol (20 ml) to give (2-amino-1,3-thiazol-4-yl)methyl acetate hydrochloride (3.5 g) as white crystals.

Workup

  1. temperaturewas refluxed for 4-hours
  2. filtrationthe resulting crystalline precipitate was collected by filtration
  3. washwashed with ethanol (20 ml)

Sources & evidence

ORD record
ord-3424f2996be1449aa497ec116d632b5b
Source dataset
uspto-grants-2008_10
Patent number
US07442715B2

Reaction notes

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