Citrazinic acid

Base Information

• Chemical Name: Citrazinic acid
• CAS No.: 99-11-6
• Molecular Formula: C6H5NO4
• Molecular Weight: 155.11
• Hs Code.: 29333999
• European Community (EC) Number: 202-731-2
• NSC Number: 41334,5214
• UNII: N8Q4XFV86A
• DSSTox Substance ID: DTXSID3059185
• Nikkaji Number: J4.962J
• Wikipedia: Citrazinic acid
• Wikidata: Q5122816
• ChEMBL ID: CHEMBL2048371
• Mol file: 99-11-6.mol

Synonyms:citrazinic acid

Chemical Property of Citrazinic acid

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 3.56E-07mmHg at 25°C
• Melting Point: >300 °C
• Refractive Index: 1.5423 (estimate)
• Boiling Point: 375.5 °C at 760 mmHg
• PKA: 2.54±0.20(Predicted)
• Flash Point: 180.9 °C
• PSA: 90.65000
• Density: 1.708 g/cm³
• LogP: 0.19100
• Storage Temp.: Store below +30°C.
• Solubility.: practically insoluble
• Water Solubility.: practically insoluble
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 155.02185764
• Heavy Atom Count: 11
• Complexity: 276

Purity/Quality:

99% ^*data from raw suppliers

2,6-DihydroxyisonicotinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-36/37/39-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(NC1=O)O)C(=O)O
• Uses: 2,6-Dihydroxypyridine-4-carboxylic acid was used to prepare 2,6-dibromo-4-(hexoxymethyl)pyridine. It was also used to synthesize the derivatives of oxazinones and pyrimidinones. 2,6-Dihydroxypyridine-4-carboxylic acid (citrazinic acid) was used to prepare 2,6-dibromo-4-(hexoxymethyl)pyridine. It was also used to synthesize the derivatives of oxazinones and pyrimidinones.

Technology Process of Citrazinic acid

There total 14 articles about Citrazinic 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: 85.18%

citric acid (77-92-9,906507-37-7) → citrazinic acid (99-11-6)

Guidance literature:

With urea; In water; at 185 ℃; for 2h; Sonication; High pressure;

Reference yield:

pyridine-4-carboxylic acid (55-22-1) → 2-hydroxyisonicotinic acid (22282-72-0) + citrazinic acid (99-11-6)

Guidance literature:

With sodium hydroxide; In water; at 27 - 30 ℃; for 0.5 - 25h; pH=7.0; Product distribution / selectivity; Medium; fermentation;

Reference yield:

citric acid triamide (597-59-1) → citrazinic acid (99-11-6)

Guidance literature:

With sulfuric acid; at 130 ℃;

upstream raw materials:

citric acid α,α'-diamide

citric acid α-amide

citric acid triamide

trimethyl citrate

Downstream raw materials:

2,6-dichloropyridine-4-carboxylic acid

ethyl 2-ethoxy-6-hydroxyisonicotinate

2,6-dihydroxy-isonicotinic acid-(2-methoxy-ethyl ester)

2,6-dihydroxy-isonicotinic acid cyclohexyl ester

Refernces

• 1、 -. "PROCESS FOR PRODUCTION OF 2-HYDROXY-4-SUBSTITUTED PYRIDINES". Page/Page column 9-10. . Retrieved 2008/06/13.