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Merck
CN

748838

N-甲氧基-N-甲基-1H-咪唑-1-羧酰胺

≥95%

别名:

Heller-Sarpong reagent, WImC

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经验公式(希尔记法):
C6H9N3O2
化学文摘社编号:
分子量:
155.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
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产品名称

N-甲氧基-N-甲基-1H-咪唑-1-羧酰胺, ≥95%

InChI

1S/C6H9N3O2/c1-8(11-2)6(10)9-4-3-7-5-9/h3-5H,1-2H3

SMILES string

CON(C)C(=O)n1ccnc1

InChI key

DOQREVDTYAHWSN-UHFFFAOYSA-N

assay

≥95%

form

liquid

refractive index

n20/D 1.508

density

1.204 g/mL at 25 °C

storage temp.

2-8°C

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

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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)

相关内容

Professor Heller's research focuses on mild acylation reactions using carbonylimidazole-derived reagents.

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