2-Amino-5-methylthiazole → Ammonium Hydroxide

HRID 255134Notes

Reaction equation

HRID 255134 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH3:7])=[CH:5][N:6]=1.I[C:9]1([CH3:15])[CH2:14][O:13][CH2:12][CH2:11][O:10]1>>[NH4+:1].[OH-:10].[O:10]1[CH2:11][CH2:12][O:13][CH2:14][CH:9]1[CH2:15][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 66860330HCID 66860330, compound

Product 2

HCID 14923Ammonium HydroxideHCID 668610063-((1,4-dioxan-2-yl)methyl)-5-methylthiazol-2(3H)-imine

Conditions

Temperature
85 °C

Procedure

A mixture of 2-amino-5-methylthiazole (0.77 g, 8.8 mmol) and 2-iodo-methyl-1,4-dioxane (Synchem-OHG, 1.5 g, 6.7 mmol) was warmed to 85° C. and stirred for 16 hours. The mixture was cooled to ambient temperature and the residue was purified via column chromatography (SiO2, 10% methanol in ethyl acetate then 9:1:0.1 CH2Cl2:methanol:NH4OH) to afford the title compound. MS (DCI/NH3) m/z 215 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-31ee29ed428b4a2aa47b4a4f3839a992
Source dataset
uspto-grants-2011_01
Patent number
US07875639B2

Reaction notes

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