2-Amino-5-methylthiazole → Ammonium Hydroxide

HRID 255138Notes

Reaction equation

HRID 255138 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH3:7])=[CH:5][N:6]=1.Br[CH2:9][CH2:10][CH2:11][O:12][CH3:13]>>[NH4+:1].[OH-:12].[CH3:13][O:12][CH2:11][CH2:10][CH2:9][N:6]1[CH:5]=[C:4]([CH3:7])[S:3][C:2]1=[NH:1]

Participants

4

Reactant 2

HCID 3517702-Amino-5-methylthiazoleHCID 5245511-Bromo-3-methoxypropane

Product 2

HCID 14923Ammonium HydroxideHCID 66860348HCID 66860348, compound

Conditions

Temperature
85 °C

Procedure

A mixture of 2-amino-5-methylthiazole (0.87 g, 7.6 mmol) and 1-bromo-3-methoxypropane (Matrix, 1.3 g, 8.5 mmol) was warmed to 85° C. and stirred for 5 hours. The mixture was cooled to ambient temperature and the residue was purified via flash column chromatography (SiO2, 10% methanol in ethyl acetate then 9:1:0.1 CH2Cl2:methanol:NH4OH) to provide the title compound. MS (DCI/NH3) m/z 187 (M+H)+.

Workup

  1. temperatureThe mixture was cooled to ambient temperature
  2. customthe residue was purified via flash column chromatography (SiO2, 10% methanol in ethyl acetate

Sources & evidence

ORD record
ord-79f5138920304561bf1efaa9b64b4fed
Source dataset
uspto-grants-2011_01
Patent number
US07875639B2

Reaction notes

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