748730
Methyl 1H-imidazole-1-carboxylate
95%
Synonym(s):
Heller-Sarpong Reagent, N-Carbomethoxyimidazole, MImC, Methylimidazolecarbamate, Sarpong reagent
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About This Item
Empirical Formula (Hill Notation):
C5H6N2O2
CAS Number:
Molecular Weight:
126.11
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
95%
Form:
solid
InChI
1S/C5H6N2O2/c1-9-5(8)7-3-2-6-4-7/h2-4H,1H3
SMILES string
COC(=O)n1ccnc1
InChI key
JQCPMLVMNQVRCC-UHFFFAOYSA-N
assay
95%
form
solid
mp
38-44 °C
storage temp.
−20°C
General description
Methyl 1H-imidazole-1-carboxylate is a reagent developed by Heller and Sarpong for the amidation and esterification of carboxylic acids chemoselectively.
Application
Methyl 1H-imidazole-1-carboxylate can be used to prepare fluorous β-keto esters, precursors used for the synthesis of fluorinated L-carbidopa derivatives.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
194.0 °F
flash_point_c
90 °C
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Fluorous l-Carbidopa Precursors: Highly Enantioselective Synthesis and Computational Prediction of Bioactivity
Granados A, et al.
The Journal of Organic Chemistry, 83(1), 303-313 (2018)
Chemoselective esterification and amidation of carboxylic acids with imidazole carbamates and ureas
Heller ST and Sarpong R
Organic Letters, 12(20), 4572-4575 (2010)
Related Content
Professor Heller's research focuses on mild acylation reactions using carbonylimidazole-derived reagents.
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