ChemicalBook > CAS DataBase List > ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE

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

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: 500mg
Price: $250
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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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:

1-BROMO-CYCLOBUTANECARBOXYLIC ACID ETHYL ESTER Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate Isopropenylboronic acid pinacol ester ETHYL4-[2-(1,3-DIOXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)ETHOXYL]-3-OXOBUTANOATE Ethyl-2-(diphenylaMino)pyriMidine-5-carboxylate ETHYL 5-AMINO-1-BENZYLIMIDAZOLE-4-CARBOXYLATE ETHYL 5-NITRO-1H-IMIDAZOLE-4-CARBOXYLATE ETHYL 4-({5-[(Z)-2-METHOXY-2-OXOETHYLIDENE]-4-OXO-3-PHENYL-1,3-THIAZOLIDIN-2-YLIDENE}AMINO)-1-(2-OXOPROPYL)-1H-IMIDAZOLE-5-CARBOXYLATE ETHYL 5-[(E)-(2-HYDROXY-1-NAPHTHYL)DIAZENYL]-1H-IMIDAZOLE-4-CARBOXYLATE ETHYL 5-{(2E)-2-[1-CYANO-2-(METHYLAMINO)-2-OXOETHYLIDENE]HYDRAZINO}-1H-IMIDAZOLE-4-CARBOXYLATE ETHYL 4-{[(2Z)-3-BENZYL-5-(2-METHOXY-2-OXOETHYL)-4-OXO-1,3-THIAZOLIDIN-2-YLIDENE]AMINO}-1H-IMIDAZOLE-5-CARBOXYLATE ETHYL 4-AMINO-3-[(HEPTYLAMINO)CARBONYL]IMIDAZO[5,1-C][1,2,4]TRIAZINE-8-CARBOXYLATE TOSLAB 11245 ETHYL 4-AMINO-3-{[(2-METHYLPHENYL)AMINO]CARBONYL}IMIDAZO[5,1-C][1,2,4]TRIAZINE-8-CARBOXYLATE ETHYL 4-[(2-CHLOROACETYL)AMINO]-2-(METHYLTHIO)-1-(2-THIENYLMETHYL)-1H-IMIDAZOLE-5-CARBOXYLATE SPECS AB-323/25048558 TOSLAB 11160 AKOS BB-9606

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