6-Hydroxypyridazine-3-carboxylic acid

Base Information

• Chemical Name: 6-Hydroxypyridazine-3-carboxylic acid
• CAS No.: 37972-69-3
• Molecular Formula: C5H4N2O3
• Molecular Weight: 140.098
• Hs Code.: 2933990090
• European Community (EC) Number: 675-237-1,805-849-8
• NSC Number: 203175
• DSSTox Substance ID: DTXSID70308343
• Nikkaji Number: J39.652D
• ChEMBL ID: CHEMBL1213607
• Mol file: 37972-69-3.mol

Synonyms:6-hydroxypyridazine-3-carboxylic acid;37972-69-3;6-Hydroxy-3-pyridazinecarboxylic acid;6-Oxo-1,6-dihydro-pyridazine-3-carboxylic acid;6-oxo-1,6-dihydropyridazine-3-carboxylic acid;3-Hydroxypyridazine-6-carboxylic acid;6-oxo-1H-pyridazine-3-carboxylic acid;MFCD09064936;3-pyridazinecarboxylic acid, 1,6-dihydro-6-oxo-;6-Oxo-1,6-dihydro-3-pyridazinecarboxylic acid;6-Hydroxy-pyridazine-3-carboxylic acid;6-Hydroxypyridazine-3-carboxylicacid;NSC203175;6-carboxy-3(2H)-pyridazone;SCHEMBL287290;6-Carboxy-3(2H)-pyridazinone;CHEMBL1213607;DTXSID70308343;BCP33723;BBL015079;MFCD00052805;STK501221;3(2h)-pyridazinone-6-carboxylic acid;AKOS000261935;AKOS005256423;AC-8385;CS-W005425;DS-0480;FG-0444;NSC-203175;PB20339;SY007138;A6451;AM20100012;BB 0237015;FT-0647091;H1387;EN300-04614;6-Oxo-1,6-dihydro-3-pyridazinecarboxylic acid #;6-Oxo-1,6-dihydro-pyridazine-3-carboxylic acid;J-518798;Z56878668;F0037-8555;F1967-0968;6-Hydroxypyridazine-3-carboxylic acid

Chemical Property of 6-Hydroxypyridazine-3-carboxylic acid

Chemical Property:

• Melting Point: 246 °C
• Boiling Point: 518.5 °C at 760 mmHg
• PKA: -2.86±0.20(Predicted)
• Flash Point: 267.4 °C
• PSA: 92.54000
• Density: 1.63 g/cm³
• LogP: -0.18390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 140.02219199
• Heavy Atom Count: 10
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

6-Hydroxypyridazine-3-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=O)NN=C1C(=O)O
• Uses: 6-Hydroxypyridazine-3-carboxylic acid is a carboxylic acid derivative and can be used as an intermediate in organic synthesis.

Technology Process of 6-Hydroxypyridazine-3-carboxylic acid

There total 10 articles about 6-Hydroxypyridazine-3-carboxylic 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: 85.0%

6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid (27372-38-9) → 6-oxo-1,6-dihydropyridazine-3-carboxylic acid (37972-69-3)

Guidance literature:

With pyridine; oxygen; copper diacetate; sodium carbonate; In toluene; at 20 - 100 ℃; for 12h; chemoselective reaction;

DOI:10.1002/ejoc.201300640

Reference yield:

3-Hydroxy-6-carboxy-4.5-dihydro-pyridazin (27372-38-9) → 6-hydroxy-pyridazine-3-carboxylic acid (37972-69-3)

Guidance literature:

With bromine; acetic acid;

Reference yield:

α-ketoglutaric acid (328-50-7) → 6-oxo-1,6-dihydropyridazine-3-carboxylic acid (37972-69-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; hydrazinium sulfate / water

2: acetic acid; bromine / water / Reflux

With bromine; acetic acid; sodium hydroxide; hydrazinium sulfate; In water;

upstream raw materials:

6-Methylpyridazin-3(2H)-on

3-chloro-6-methylpyridazine

6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid

α-ketoglutaric acid

Downstream raw materials:

6-chloro-pyridazine-3-carboxylic acid

2-(6-oxo-1,6-dihydropyridazin-3-yl)imidazo[4,5-c]pyridin-4-one

6-chloro-pyridazine-3-carbonyl chloride

methyl 6‐oxo‐1,6‐dihydropyridazine‐3‐carboxylate

Refernces

• 1、 IGETA. "PYRIDAZINENITRILES.". . p. 1472 - 1473. Retrieved 1963.
• 2、 -. "VINYL COMPOUNDS AS FGFR AND VEGFR INHIBITORS". Paragraph 0392; 0393. . Retrieved 2018/06/23.
• 3、 -. "TBK/IKK INHIBITOR COMPOUNDS AND USES THEREOF". Paragraph 1225; 1226. . Retrieved 2017/01/23.