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ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE

Product Name
ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE
CAS No.
21190-16-9
Chemical Name
ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE
Synonyms
Ethyl 5-amino-1H-imidazole-4-carboxylate;ethyl 4-amino-1H-imidazole-5-carboxylate;5-amino-1H-imidazole-4-carboxylic acid ethyl ester;158126;ETHYL 4-AMINO-5-IMIDAZOLECAR;Ethyl 5-Aminoimidazole-4-carboxylate;Ethyl-4-aMino-5-iMidazolecarboxyltae;ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE;thyl 4-amino-1H-imidazole-5-carboxylate;ethyl 5-aMino-1H-iMidazole-4-carboxylate HCL
CBNumber
CB2341404
Molecular Formula
C6H9N3O2
Formula Weight
155.15
MOL File
21190-16-9.mol
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ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE Property

Melting point:
180-181 °C
Boiling point:
391.2±22.0 °C(Predicted)
Density 
1.318±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
11.66±0.10(Predicted)
Appearance
White to gray Solid
InChI
InChI=1S/C6H9N3O2/c1-2-11-6(10)4-5(7)9-3-8-4/h3H,2,7H2,1H3,(H,8,9)
InChIKey
NJMORFFDAXJHHM-UHFFFAOYSA-N
SMILES
C1NC(N)=C(C(OCC)=O)N=1
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Safety

HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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
E899923
Product name
Ethyl4-amino-1H-imidazole-5-carboxylate
Packaging
50mg
Price
$90
Updated
2021/12/16
Matrix Scientific
Product number
053833
Product name
Ethyl 4-amino-1H-imidazole-5-carboxylate
Packaging
500mg
Price
$250
Updated
2021/12/16
AK Scientific
Product number
7188AD
Product name
Ethyl4-amino-1H-imidazole-5-carboxylate
Packaging
100mg
Price
$151
Updated
2021/12/16
Matrix Scientific
Product number
053833
Product name
Ethyl 4-amino-1H-imidazole-5-carboxylate
Packaging
1g
Price
$350
Updated
2021/12/16
AK Scientific
Product number
7188AD
Product name
Ethyl4-amino-1H-imidazole-5-carboxylate
Packaging
1g
Price
$437
Updated
2021/12/16
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ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE Chemical Properties,Usage,Production

Synthesis

360-97-4

21190-16-9

General Steps: Example C30. Synthesis of 4-trifluoromethyl-2-(4-trifluoromethylphenyl)-imidazo[1,5-a]pyrimidine-8-carboxylic acid: 1) 5-Amino-1H-imidazole-4-carboxamide (25 g, 198 mmol) was dissolved in methanesulfonic acid (107 ml) and ethanol (400 ml) and stirred at reflux for 12 days. After completion of the reaction, the solvent was evaporated and water (300 ml) was added. The reaction was adjusted to pH=6 by slowly adding 32% sodium hydroxide solution under cooling in an ice water bath.The aqueous layer was saturated with sodium chloride and extracted with ethyl acetate (3 x 200 ml). The organic layers were combined, dried with anhydrous magnesium sulfate, the solvent was evaporated, and the crude product was purified by crystallization (ethyl acetate/ethanol) to give ethyl 5-amino-1H-imidazole-4-carboxylate (13.7 g, 45%) as a light brown solid.MS (EI) 155.1 [M+]; m.p. 178 °C. 2) 4,4,4-Trifluoro-1-(4-trifluoromethylphenyl)-butane-1,3-dione (10.0 g, 35.2 mmol) was reacted with 5-amino-1H-imidazole-4-carboxylic acid ethyl ester (5.0 g, 32.2 mmol) in acetic acid (120 ml) at reflux for 24 hours. After completion of the reaction, the solvent was evaporated and the crude product was purified by silica gel column chromatography (ethyl acetate/heptane) and crystallized (ethyl acetate/hexane) to afford ethyl 4-trifluoromethyl-2-(4-trifluoromethylphenyl)-imidazo[1,5-a]pyrimidine-8-carboxylate (5.65 g, 43%) as a yellow solid. mS (EI) 403.1 [M+]; m.p. 243 °C. 3) Ethyl 4-trifluoromethyl-2-(4-trifluoromethylphenyl)-imidazo[1,5-a]pyrimidine-8-carboxylate (5.6 g, 13.9 mmol) was dissolved in 2M potassium hydroxide solution (111 ml) and water (55 ml) and stirred at room temperature for 5 hours. The reaction solution was cooled in an ice water bath and acetic acid (30 ml) was added. The mixture was evaporated, acetic acid (150 ml) was added and heated at reflux for 20 minutes. The reaction mixture was evaporated, water (150 ml) was added and extracted with ethyl acetate (2 x 300 ml). The organic layers were combined, washed with brine (2 x 150 ml), dried over anhydrous magnesium sulfate and the solvent was evaporated. The crude product was purified by silica gel column chromatography (ethyl acetate/heptane 1:1) to afford 4-trifluoromethyl-2-(4-trifluoromethylphenyl)-imidazo[1,5-a]pyrimidine-8-carboxylic acid (1.93 g, 37%) as a yellow solid.MS (ISN) 374.3 [M-H]-; m.p. 231 °C.

References

[1] Patent: US2007/72879, 2007, A1. Location in patent: Page/Page column 18

ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE Suppliers

Shanghai TuZhi Chemical Co., Ltd.
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J & K SCIENTIFIC LTD.
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View Lastest Price from ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
Ethyl 4-amino-1H-imidazole-5-carboxylate 21190-16-9
Price
US $2.20-8.80/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2025-06-17
Shaanxi Dideu Medichem Co. Ltd
Product
ethyl 5-amino-1H-imidazole-4-carboxylate 21190-16-9
Price
US $0.00-0.00/KG
Min. Order
5mg
Purity
99%HPLC
Supply Ability
2000tons
Release date
2020-01-06
Career Henan Chemical Co
Product
ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE 21190-16-9
Price
US $1.00/KG
Min. Order
1KG
Purity
95-99%
Supply Ability
1ton
Release date
2020-01-03

21190-16-9, ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATERelated Search:


  • ethyl 4-amino-1H-imidazole-5-carboxylate
  • Ethyl-4-aMino-5-iMidazolecarboxyltae
  • ethyl 5-aMino-1H-iMidazole-4-carboxylate HCL
  • Ethyl 5-amino-1H-imidazole-4-carboxylate
  • ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE
  • 5-amino-1H-imidazole-4-carboxylic acid ethyl ester
  • Ethyl 5-Aminoimidazole-4-carboxylate
  • thyl 4-amino-1H-imidazole-5-carboxylate
  • 158126
  • 1H-Imidazole-4-carboxylic acid, 5-amino-, ethyl ester
  • 5-Amino-3H-imidazole-4-carboxylic acid ethyl ester
  • ethyl 5-amino-3H-imidazole-4-carboxylate - [AC78119]
  • ETHYL 4-AMINO-5-IMIDAZOLECAR
  • 21190-16-9
  • pharmacetical