6-Methyl-4-nitropicolinic acid

Base Information

• Chemical Name: 6-Methyl-4-nitropicolinic acid
• CAS No.: 30235-16-6
• Molecular Formula: C7H6N2O4
• Molecular Weight: 182.136
• Hs Code.: 2933399090
• European Community (EC) Number: 826-177-1
• DSSTox Substance ID: DTXSID30460830
• Nikkaji Number: J1.754.407A
• Wikidata: Q82284981
• Mol file: 30235-16-6.mol

Synonyms:6-methyl-4-nitropicolinic acid;30235-16-6;6-METHYL-4-NITROPYRIDINE-2-CARBOXYLIC ACID;6-methyl-4-nitro-pyridine-2-carboxylic Acid;2-Pyridinecarboxylic acid, 6-methyl-4-nitro-;6-methyl-4-nitropicolinicacid;SCHEMBL1797796;DTXSID30460830;ZTEYOLHGMGAMGQ-UHFFFAOYSA-N;AKOS006295348;AB25366;4-nitro-6-methyl-2-pyridinecarboxylic acid;6-methyl-4-nitro-2-pyridinecarboxylic acid;6-Methyl-4-nitro-pyridine-2-carboxlic acid;CS-0308041;FT-0701498;EN300-105800;A876256;Z1198169011

Chemical Property of 6-Methyl-4-nitropicolinic acid

Chemical Property:

• Boiling Point: 378 °C at 760 mmHg
• PKA: 2.95±0.10(Predicted)
• Flash Point: 182.4 °C
• PSA: 96.01000
• Density: 1.477 g/cm³
• LogP: 1.51960
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 182.03275668
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

6-Methyl-4-nitropicolinicacid tech ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=N1)C(=O)O)[N+](=O)[O-]

Technology Process of 6-Methyl-4-nitropicolinic acid

There total 1 articles about 6-Methyl-4-nitropicolinic 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:

2-methyl-4-nitropyridine N-oxide (5470-66-6) → 6-methyl-4-nitropyridine-2-carboxylic acid (30235-16-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dimethyl sulfate / 1 h / 70 °C

1.2: 50 percent / H₂O / 0 - 20 °C

2.1: 90 percent sulfuric acid / H₂O / 2 h / 120 °C

2.2: 91 percent / sodium nitrite / H₂O / 2 h / 20 - 80 °C

With sulfuric acid; dimethyl sulfate; In water; 1.2: Reissert-Kaufmann reaction;

DOI:10.1081/SCC-120004266

Reference yield: 80.0%

6-methyl-4-nitropyridine-2-carboxylic acid (30235-16-6) → 4-chloro-6-methylpyridine-2-carboxylic acid (30235-19-9)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 2h;

DOI:10.1081/SCC-120004266

Reference yield: 27.0%

4-[1-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]-3,6-dihydro-2H-pyridin-4-yl]-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzenesulfonamide + 6-methyl-4-nitropyridine-2-carboxylic acid (30235-16-6) → N-[4-[1-[[2-(4-chlorophenyl)-4,4-dimethylcyclohexen-1-yl]methyl]-3,6-dihydro-2H-pyridin-4-yl]-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)phenyl]sulfonyl-6-methyl-4-nitropyridine-2-carboxamide

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 40 ℃; for 5h;

upstream raw materials:

2-methyl-4-nitropyridine N-oxide

Downstream raw materials:

4-chloro-6-methylpyridine-2-carboxylic acid

ethyl 4-bromo-6-methylpicolinate

Refernces

• 1、 -. "THIADIAZOLE MODULATORS OF S1P AND METHODS OF MAKING AND USING". . . Retrieved 2017/01/26.
• 2、 Hoare, Jason L.,Cavell, Kingsley J.,Hecker, Richard,Skelton, Brian W.,White, Allan H.. "Carbonylation of hydrocarbylpalladium(II) complexes containing substituted pyridinecarboxylate chelating ligands. Steric and electronic manipulation of the CO-insertion mechanism". . p. 2197 - 2205. Retrieved 2007/10/03.