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71777-70-3

71777-70-3 Structure

71777-70-3 Structure
IdentificationBack Directory
[Name]

4-Ethoxy-2-pyridinecarboxylic acid ethyl ester
[CAS]

71777-70-3
[Synonyms]

Ethyl 4-ethoxypicolinate
Ethyl 4-ethoxy-2-pyridinecarboxylate
ethyl 4-ethoxypyridine-2-carboxylate
4-Ethoxy-2-pyridinecarboxylic acid ethyl ester
4-Ethoxypyridine-2-carboxylic acid ethyl ester
2-Pyridinecarboxylic acid, 4-ethoxy-, ethyl ester
[Molecular Formula]

C10H13NO3
[MDL Number]

MFCD13181658
[MOL File]

71777-70-3.mol
[Molecular Weight]

195.22
Chemical PropertiesBack Directory
[density ]

1.099
[storage temp. ]

Inert atmosphere,Room Temperature
[Appearance]

Light yellow to yellow Solid-liquid mixture
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319
[Precautionary statements ]

P501-P261-P270-P271-P264-P280-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330-P302+P352+P312-P304+P340+P312
Spectrum DetailBack Directory
[Spectrum Detail]

4-Ethoxy-2-pyridinecarboxylic acid ethyl ester(71777-70-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-Chloropyridine-2-carboxylic acid

5470-22-4

Ethanol

64-17-5

4-Ethoxy-2-pyridinecarboxylic acid ethyl ester

71777-70-3

General procedure for the synthesis of ethyl 4-ethoxy-2-pyridinecarboxylate from 4-chloropyridine-2-carboxylic acid and ethanol: 4-chloropyridine-2-carboxylic acid (3.0 g, 19.04 mmol) was dissolved in ethanol (100 mL) and concentrated sulfuric acid (5 mL) was added as a catalyst. The reaction mixture was stirred under reflux conditions for 48 hours. After completion of the reaction, the mixture was cooled to room temperature and neutralized with 1N NaOH solution to pH 8~9. Subsequently, the reaction mixture was extracted with dichloromethane (3 x 100 mL), the organic phases were combined and concentrated to afford ethyl 4-ethoxy-2-pyridinecarboxylate (3.44 g, 93% yield).

[References]

[1] Patent: WO2007/16525, 2007, A2. Location in patent: Page/Page column 54
[2] Patent: US2013/281396, 2013, A1. Location in patent: Paragraph 0319-0320
[3] Patent: WO2013/164769, 2013, A1. Location in patent: Page/Page column 46-47
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