748838
N-Methoxy-N-methyl-1H-imidazole-1-carboxamide
≥95%
Synonym(s):
Heller-Sarpong reagent, WImC
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About This Item
Empirical Formula (Hill Notation):
C6H9N3O2
CAS Number:
Molecular Weight:
155.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
≥95%
Form:
liquid
assay
≥95%
form
liquid
refractive index
n20/D 1.508
density
1.204 g/mL at 25 °C
storage temp.
2-8°C
SMILES string
CON(C)C(=O)n1ccnc1
InChI
1S/C6H9N3O2/c1-8(11-2)6(10)9-4-3-7-5-9/h3-5H,1-2H3
InChI key
DOQREVDTYAHWSN-UHFFFAOYSA-N
Application
N-Methoxy-N-methyl-1H-imidazole-1-carboxamide (or N-methoxy-N-methylcarbamoylimidazole) can be used as a reagent to prepare:
- N-methoxy-N-methylcyanoformamide by reacting with trimethylsilyl cyanide.
- Esters and amides via chemoselective esterification and amidation of carboxylic acids.
- Carbamoylimidazolium iodides and their derivatives such as ureas, thioureas, carbamates, and amides upon reacting with amines, alcohols, thiols, and carboxylic acids.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Related Content
Professor Heller's research focuses on mild acylation reactions using carbonylimidazole-derived reagents.
Carbamoylimidazolium and thiocarbamoylimidazolium salts: novel reagents for the synthesis of ureas, thioureas, carbamates, thiocarbamates and amides
Grzyb JA, et al.
Tetrahedron, 61(30), 7153-7175 (2005)
N-Methoxy-N-methylcyanoformamide, a Highly Reactive Reagent for the Formation of β-Keto Weinreb Amides and Unsymmetrical Ketones
Nugent J and Schwartz BD
Organic Letters, 18(15), 3834-3837 (2016)
Chemoselective esterification and amidation of carboxylic acids with imidazole carbamates and ureas
Heller ST and Sarpong R
Organic Letters, 12(20), 4572-4575 (2010)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 748838-1G | 04061824804782 |
| 748838-5G | 04061833339626 |
| 748838-25G | 04061833491034 |