2-Amino-5-methylthiazole → Ammonium Hydroxide

HRID 78493Notes

Reaction equation

HRID 78493 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH3:7])=[CH:5][N:6]=1.I[CH2:9][CH:10]1[CH2:15][O:14][CH2:13][CH2:12][O:11]1>>[NH4+:1].[OH-:11].[O:11]1[CH2:12][CH2:13][O:14][CH2:15][CH:10]1[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 27630452-(Iodomethyl)-1,4-dioxane

Product 2

HCID 14923Ammonium HydroxideHCID 66861006HCID 66861006, compound

Conditions

Temperature
85 °C

Procedure

A mixture of 2-amino-5-methylthiazole (0.77 g, 6.7 mmol) and 2-iodomethyl-1,4-dioxane (Synchem-OHG, 1.5 g, 6.7 mmol) was warmed to 85° C. and was allowed to stir for 18 hours. The mixture was cooled to ambient temperature and the crude material 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 crude material was purified via column chromatography (SiO2, 10% methanol in ethyl acetate

Sources & evidence

ORD record
ord-3b98f763b5b147b6aeea1d305ecae3ac
Source dataset
uspto-grants-2014_09
Patent number
US08841334B2

Reaction notes

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