58481-14-4

Basic information

• Product Name: Ethyl 2-cyanoisonicotinate
• Synonyms: Ethyl 2-cyanoisonicotinate;4-Pyridinecarboxylic acid, 2-cyano-, ethyl ester;2-Cyanoisonicotinic acid ethyl ester;Ethyl 2-cyanoiso;Ethyl 2-cyanoisonicotite
• CAS NO: 58481-14-4
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.17202
• Mol File: 58481-14-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 42-44℃
• Boiling Point: 308.616 °C at 760 mmHg
• Flash Point: 140.446 °C
• Appearance: /
• Density: 1.21
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Ethyl 2-cyanoisonicotinate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-cyanoisonicotinate(58481-14-4)
• EPA Substance Registry System: Ethyl 2-cyanoisonicotinate(58481-14-4)

Safety Data

• Statements: 20/21/22
• Safety Statements: 36/37
• RIDADR: 3439
• Hazardous Substances Data: 58481-14-4(Hazardous Substances Data)

Usage

Description

Ethyl 2-cyanoisonicotinate, also known as 2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester, is a light yellow solid with significant chemical properties. It is a derivative of isonicotinic acid and plays a crucial role in the synthesis of various pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
Ethyl 2-cyanoisonicotinate is used as an intermediate compound for the synthesis of tuberculostatic drugs of the isonicotinic acid hydrazide type. Its unique chemical structure allows it to be a key component in the development of these medications, which are essential in treating tuberculosis.
Used in Chemical Synthesis:
As a light yellow solid with specific chemical properties, Ethyl 2-cyanoisonicotinate is also used in various chemical synthesis processes. Its versatility in chemical reactions makes it a valuable compound for creating a range of products across different industries.

InChI:InChI=1/C9H8N2O2/c1-2-13-9(12)7-3-4-11-8(5-7)6-10/h3-5H,2H2,1H3

Upstream product

• 617-35-6 2-oxo-propionic acid ethyl ester 
• 100-70-9 2-Cyanopyridine 
• 14906-37-7 ethyl isonicotinate N-oxide 
• 7677-24-9 trimethylsilyl cyanide 
• 557-21-1 zinc(II) cyanide 
• 773837-37-9 sodium cyanide 

Downstream Products

• 468068-13-5 tert-butyl (3R)-3-{3-[4-(aminocarbonyl)-2-pyridinyl]-1,2,4-oxadiazol-5-yl}-6-cyclohexylhexanoate 
• 468068-14-6 (3R)-3-{3-[4-(aminocarbonyl)-2-pyridinyl]-1,2,4-oxadiazol-5-yl}-6-cyclohexylhexanoic acid 
• 468068-15-7 tert-butyl (3R)-6-cyclohexyl-3-(3-{4-[(methylamino)carbonyl]-2-pyridinyl}-1,2,4-oxadiazol-5-yl)hexanoate 
• 468068-16-8 (3R)-6-cyclohexyl-3-(3-{4-[(methylamino)carbonyl]-2-pyridinyl}-1,2,4-oxadiazol-5-yl)hexanoic acid 
• 468068-17-9 tert-butyl (3R)-6-cyclohexyl-3-(3-{4-[(dimethylamino)carbonyl]-2-pyridinyl}-1,2,4-oxadiazol-5-yl)hexanoate 
• 468068-18-0 (3R)-6-cyclohexyl-3-(3-{4-[(dimethylamino)carbonyl]-2-pyridinyl}-1,2,4-oxadiazol-5-yl)hexanoic acid 
• 468068-12-4 ethyl 2-{5-[(1R)-1-(2-tert-butoxy-2-oxoethyl)-4-cyclohexylbutyl]-1,2,4-oxadiazol-3-yl}isonicotinate 
• 468068-34-0 (3R)-6-cyclohexyl-3-{3-[4-(ethoxycarbonyl)-2-pyridinyl]-1,2,4-oxadiazol-5-yl}hexanoic acid 
• 468067-23-4 ethyl 2-(5-{(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazol-3-yl)isonicotinate 
• 473924-62-8 Ethyl 2-{[(tert-butoxycarbonyl)amino]methyl}isonicotinate 
• 135048-32-7 2-cyanoisonicotinic acid hydrazide 

Relevant articles and documents

Synthesis and structural studies of new asymmetric pyridyl-tetrazole ligands for supramolecular chemistry

The synthesis of asymmetric diester derivatives of pyridyl-tetrazole ligands was successfully undertaken. Five crystal structures are reported including three asymmetric diesters (one of which is a mixed methyl ethyl ester derivative), a dicarboxylic acid and a monosodium (dicarboxylic acid)(monoacid-carboxylate) dihydrate intermediate. The dicarboxylic acid assembles by an unusual and unexpected route with the primary assembly based on carboxylic…pyridine (COOH?N) synthons that form an unusual cyclic hydrogen bonded ring with the R22(17) motif. Assembly in hydrogen bonding motifs using ‘odd’ numbers of atoms is the exception rather than the rule.

HOMOLYTIC ALKOXYCARBONYLATION REACTIONS IN TWO-PHASE SYSTEMS 3. INTRODUCTION OF A SINGLE CARBOXYLIC ACID ESTER FUNCTION INTO CYANO- OR ALKOXYCARBONYL SUBSTITUTED N-HETEROAROMATICS

Homolytic alkoxycarbonylation reactions with cyanopyridines 1a, 2a, 3a, alkyl pyridinecarboxylates 1b, 2b, 3b, 3c and ethyl 4-pyridazinecarboxylate 4 in presence of dichloromethane were studied.It is demonstrated that under these conditions multiple substitution in general is suppressed markedly.Thus, this experimentally simple procedure represents an efficient and versatile method for single-step preparations of alkyl cyanopyridinecarboxylates 7a, 8a, 9a, 10a.Furthermore, it provides convenient access to so far not available mixed esters 5b, 7b, 8b, 10b, 13, derived from 2,3-pyridine-, 2,4-pyridine-, 3,4-pyridine and 4,5-pyridazinedicarboxylic acid.