2-Hydroxy-4,6-dimethylnicotinic acid

Base Information

• Chemical Name: 2-Hydroxy-4,6-dimethylnicotinic acid
• CAS No.: 24667-09-2
• Molecular Formula: C8H9 N O3
• Molecular Weight: 167.162
• Hs Code.: 2933399090
• European Community (EC) Number: 833-291-5
• NSC Number: 61972
• DSSTox Substance ID: DTXSID70289567
• ChEMBL ID: CHEMBL4126321
• Mol file: 24667-09-2.mol

Synonyms:24667-09-2;2-hydroxy-4,6-dimethylnicotinic acid;4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid;4,6-Dimethyl-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid;4,6-dimethyl-2-oxo-1H-pyridine-3-carboxylic acid;2-hydroxy-4,6-dimethylpyridine-3-carboxylic acid;3-Pyridinecarboxylic acid, 1,2-dihydro-4,6-dimethyl-2-oxo-;4,6-Dimethyl-2-hydroxynicotinic acid;MFCD03701728;NSC61972;TimTec1_003131;NCIOpen2_003778;Oprea1_622101;Nicotinic acid, 1,2-dihydro-4,6-dimethyl-2-oxo-;SCHEMBL3528049;CHEMBL4126321;4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carboxylicacid;DTXSID70289567;IBXQMVFDHWEASI-UHFFFAOYSA-N;HMS1542O07;HMS1683K07;CCG-1469;ZAA66709;BBL009849;MFCD00234425;NSC-61972;STK267350;STK678335;AKOS000267410;AKOS000271357;2-Hydroxy-4,6-dimethyl-nicotinic acid;AS-5033;SB54053;BB 0219081;EU-0053195;FT-0682788;EN300-25538;Nicotinic acid,2-dihydro-4,6-dimethyl-2-oxo-;AB00683646-01;4,6-Dimethyl-2-hydroxypyridine-3-carboxylic acid;AC-907/25004795;SR-01000537504;SR-01000537504-1;Z90122431;F1921-0014;F3250-0661;3-Pyridinecarboxylic acid,2-dihydro-4,6-dimethyl-2-oxo-;4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinecarboxylic acid;4,6-dimethyl-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid, AldrichCPR

Chemical Property of 2-Hydroxy-4,6-dimethylnicotinic acid

Chemical Property:

• Vapor Pressure: 1.55E-07mmHg at 25°C
• Melting Point: 257-258 °C
• Boiling Point: 400.6°Cat760mmHg
• PKA: 2.30±0.20(Predicted)
• Flash Point: 196.1°C
• PSA: 70.42000
• Density: 1.268g/cm³
• LogP: 1.10220
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 312

Purity/Quality:

98%min ^*data from raw suppliers

2-hydroxy-4,6-dimethylpyridine-3-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=O)N1)C(=O)O)C

Technology Process of 2-Hydroxy-4,6-dimethylnicotinic acid

There total 13 articles about 2-Hydroxy-4,6-dimethylnicotinic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 10.0%

4,6-dimethyl-2-<(ethoxycarbonylmethylamino)sulfonyl>nicotinic acid ethyl ester (109418-01-1) → 2-hydroxy-4,6-dimethylnicotinic acid (24667-09-2) + 2H-3-ethoxycarbonyl-4-hydroxy-5,7-dimethylpyrido<3,2-e>-1,2-thiazine-1,1-dioxide (109418-02-2)

Guidance literature:

With sodium ethanolate; In N,N-dimethyl-formamide; at 60 - 65 ℃; for 0.0833333h;

Reference yield:

2-hydroxy-4,6-dimethyl-3-carbonitrile (769-28-8,70254-47-6) → 2-hydroxy-4,6-dimethylnicotinic acid (24667-09-2)

Guidance literature:

With sulfuric acid;

DOI:10.1021/ja01150a057

Reference yield:

2H-2-ethoxycarbonylmethyl-4,6-dimethylpyrido<3,2-d>isothiazol-3-one-1,1-dioxide (109417-99-4) → 2-hydroxy-4,6-dimethylnicotinic acid (24667-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.7 g / 0.25 h / 60 - 65 °C

2: 0.5 g / sodium ethoxide / dimethylformamide / 0.08 h / 60 - 65 °C

With sodium ethanolate; In N,N-dimethyl-formamide;

upstream raw materials:

2-hydroxy-4,6-dimethyl-3-carbonitrile

2-amino-4,6-dimethylnicotinic acid

2-Amino-4,6-dimethylnicotinamide

2-hydroxy-4,6-dimethyl-nicotinic acid amide

Downstream raw materials:

6-Hydroxy-2,4-lutidin

methylammonium carbonate

Refernces

• 1、 Zawisza,Malinka. "Synthesis and properties of 2H-4-hydroxy-2,5,7-trimethylpyrido[3,2-e]-1,2-thiazine-1,1-d ioxide-3-carboxamides". . p. 892 - 898. Retrieved 2007/10/02.