1H-Imidazole, 2-(1-methylethyl)- → HCID 69216651, compound

HRID 2221370Notes

Reaction equation

HRID 2221370 reaction equation
[CH:1]([C:4]1[NH:5][CH:6]=[CH:7][N:8]=1)([CH3:3])[CH3:2].[N:9]([CH2:12][Si:13]([O:17][CH3:18])([O:15][CH3:16])[CH3:14])=[C:10]=[O:11]>C(OCC)(=O)C>[CH:1]([C:4]1[N:5]([C:10](=[O:11])[NH:9][CH2:12][Si:13]([O:17][CH3:18])([O:15][CH3:16])[CH3:14])[CH:6]=[CH:7][N:8]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 1234571H-Imidazole, 2-(1-methylethyl)-HCID 17959832(Isocyanatomethyl)(dimethoxy)methylsilane

Product 1

HCID 69216651HCID 69216651, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A stirred solution conditioned at a temperature of 50° C. of 3.00 g of 2-isopropylimidazole in 50 ml of ethyl acetate was admixed dropwise with 4.39 g of (isocyanatomethyl)dimethoxy(methyl)silane and the mixture was stirred for 60 min. This gave 2-isopropyl-1-{[dimethoxy(methyl)silyl]-methylcarbamoyl}imidazole after filtration as a colorless solid in quantitative yield with a purity of >95% (analysis by 29Si and 1H NMR).

Workup

  1. filtrationThis gave 2-isopropyl-1-{[dimethoxy(methyl)silyl]-methylcarbamoyl}imidazole after filtration as a colorless solid in quantitative yield with a purity of >95% (analysis by 29Si and 1H NMR)

Sources & evidence

ORD record
ord-5db1a1e28a6e44c380e3adde5faa8965
Source dataset
uspto-grants-2008_05
Patent number
US07368586B2

Reaction notes

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