ChemicalBook > CAS DataBase List > 2-Methyl-1H-imidazole-4-carboxylic acid

2-Methyl-1H-imidazole-4-carboxylic acid

Product Name
2-Methyl-1H-imidazole-4-carboxylic acid
CAS No.
1457-58-5
Chemical Name
2-Methyl-1H-imidazole-4-carboxylic acid
Synonyms
2-methyl-1H-imidazole-5-carboxylic acid;2-Methyl-4-carboxyiMidazole;2-Methyl-1H-imidazole-4-car;2-Methyl-1H-imidazol-4-carbonsure;2-MethyliMidazole-4-carboxylic acid;2-Methyl-4-iMidazolecarboxylic Acid;2-methyl-1H-imidazole-5-carboxylicaci;2-Methyl-1H-imidazol-5-carboxylic acid;2-Methyl-1H-imidazol-4-carboxylic acid;2-Methyl-1H-imidazole-4-carboxylic acid
CBNumber
CB5905773
Molecular Formula
C5H6N2O2
Formula Weight
126.11
MOL File
1457-58-5.mol
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2-Methyl-1H-imidazole-4-carboxylic acid Property

Boiling point:
475.8±18.0 °C(Predicted)
Density 
1.404±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
2.76±0.10(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C5H6N2O2/c1-3-6-2-4(7-3)5(8)9/h2H,1H3,(H,6,7)(H,8,9)
InChIKey
DTUIYOVMTFYCBZ-UHFFFAOYSA-N
SMILES
C1(C)NC(C(O)=O)=CN=1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
M313010
Product name
2-Methyl-1H-imidazole-5-carboxylicAcid
Packaging
500mg
Price
$150
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0149672
Product name
2-METHYL-1H-IMIDAZOLE-4-CARBOXYLIC ACID
Purity
95.00%
Packaging
1G
Price
$852.55
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0149672
Product name
2-METHYL-1H-IMIDAZOLE-4-CARBOXYLIC ACID
Purity
95.00%
Packaging
2.5G
Price
$1227.82
Updated
2021/12/16
AK Scientific
Product number
W3181
Product name
2-Methyl-1H-imidazole-4-carboxylicacid
Packaging
250mg
Price
$127
Updated
2021/12/16
Matrix Scientific
Product number
134953
Product name
2-Methyl-1H-imidazole-4-carboxylicacid
Purity
95%+
Packaging
5g
Price
$1462
Updated
2021/12/16
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2-Methyl-1H-imidazole-4-carboxylic acid Chemical Properties,Usage,Production

Uses

2-Methyl-1H-imidazole-4-carboxylic acid can be used as an intermediate for the preparation of heteroaryl oxadiazole derivative useful for the treatment of hyperproliferative and angiogenesis disorders.

Synthesis

35034-22-1

1457-58-5

General procedure for the synthesis of 2-methyl-1H-imidazole-5-carboxylic acid from 2-methyl-1H-imidazole-5-carboxaldehyde: To a solution of 2-methyl-1H-imidazole-5-carboxaldehyde (10 g, 91 mmol) in acetonitrile (ACN, 60 mL) was added sulfamic acid (11 g, 120 mmol) at 0 °C and the reaction solution was stirred for 5 min. Subsequently, 2-methyl-2-butene (13 mL, 120 mmol) was added. An aqueous solution of sodium chlorite (11 g, 120 mmol) was slowly added dropwise to the reaction mixture, and after completion of the dropwise addition, the reaction system was brought to room temperature and stirring was continued for 4 hours. After completion of the reaction, acetonitrile (MeCN) was removed by distillation under reduced pressure. The reaction was quenched with 1.5 N hydrochloric acid (HCl) and subsequently extracted with ethyl acetate (EtOAc, 250 mL x 3). The organic phases were combined, washed with brine (200 mL), dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford the target product 2-methyl-1H-imidazole-5-carboxylic acid (9.0 g, 71 mmol, 79% yield). The product was characterized by 1H NMR (300 MHz, DMSO-d6): δ 11.94 (brs, 1H), 9.61 (s, 1H), 7.88 (s, 1H), 1.91 (s, 3H).

References

[1] Patent: WO2014/144037, 2014, A1. Location in patent: Page/Page column 185
[2] Journal of the American Chemical Society, 2002, vol. 124, # 38, p. 11272 - 11273

2-Methyl-1H-imidazole-4-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-Methyl-1H-imidazole-4-carboxylic acid manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
2-Methyl-1H-imidazole-4-carboxylic acid 1457-58-5
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
2-Methyl-1H-imidazole-4-carboxylic acid 1457-58-5
Price
US $2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
customise
Release date
2018-08-09

1457-58-5, 2-Methyl-1H-imidazole-4-carboxylic acidRelated Search:


  • 2-Methyl-1H-imidazole-4-carboxylic acid
  • 2-methyl-1H-imidazole-5-carboxylic acid
  • 2-Methyl-4-carboxyiMidazole
  • 2-Methyl-4-iMidazolecarboxylic Acid
  • 2-MethyliMidazole-4-carboxylic acid
  • 1H-Imidazole-5-carboxylicacid, 2-methyl-
  • 2-Methyl-1H-imidazol-4-carbonsure
  • 2-Methyl-1H-imidazole-4-car
  • 2-Methyl-1H-imidazol-4-carboxylic acid
  • 2-methyl-1H-imidazole-5-carboxylicaci
  • 2-Methyl-1H-imidazol-5-carboxylic acid
  • 1457-58-5
  • Heterocycles
  • Intermediates
  • pharmacetical
  • Heterocycle