2-Aminothiazole → 3-(3-methoxypropyl)-1,3-thiazol-2(3H)-imine hydrobromide

HRID 255047Notes

Reaction equation

HRID 255047 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[Br:7][CH2:8][CH2:9][CH2:10][O:11][CH3:12]>>[BrH:7].[CH3:12][O:11][CH2:10][CH2:9][CH2:8][N:6]1[CH:5]=[CH:4][S:3][C:2]1=[NH:1]

Participants

3

Reactant 2

HCID 21552-AminothiazoleHCID 5245511-Bromo-3-methoxypropane

Product 1

HCID 668598513-(3-methoxypropyl)-1,3-thiazol-2(3H)-imine hydrobromideYield 48%

Conditions

Temperature
85 °C

Procedure

A mixture of 2-aminothiazole (1.0 g, 10 mmol) and 1-bromo-3-methoxypropane (1.8 g, 12 mmol, commercially available from Aldrich) were heated at 85° C. for 16 hours. The solid was cooled to ambient temperature, triturated with ethanol, and then collected by filtration to afford 1.2 g (48%) of the title compound. MS (DCI/NH3) m/z 173 (M+H)+.

Workup

  1. temperatureThe solid was cooled to ambient temperature
  2. customtriturated with ethanol
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-b990e0e5106447d6a937513ccd69b5e7
Source dataset
uspto-grants-2011_01
Patent number
US07875639B2

Reaction notes

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