4,6-Dichloropyrimidine-5-carboxamide

Base Information

• Chemical Name: 4,6-Dichloropyrimidine-5-carboxamide
• CAS No.: 911461-47-7
• Molecular Formula: C₅H₃Cl₂N₃O
• Molecular Weight: 192.004
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID80344914
• Nikkaji Number: J47.173I
• Wikidata: Q63399143
• Mol file: 911461-47-7.mol

Synonyms:4,6-dichloropyrimidine-5-carboxamide;911461-47-7;4,6-Dichloro-5-pyrimidinecarboxamide;5-Carbamoyl-4,6-dichloropyrimidine;4,6-Dichloro-5-carbamylpyrimidine;SCHEMBL2546883;DTXSID80344914;MFCD09909789;AKOS006310243;AB54932;DS-5885;4,6-Dichloro-5-pyrimidinecarboxamide #;CS-0186924;C77109;A917124;Q63399143

Chemical Property of 4,6-Dichloropyrimidine-5-carboxamide

Chemical Property:

• Vapor Pressure: 0.000549mmHg at 25°C
• Melting Point: 202-204 °C(Solv: isopropanol (67-63-0))
• Boiling Point: 311.9°C at 760 mmHg
• PKA: 12.39±0.50(Predicted)
• Flash Point: 142.4°C
• PSA: 69.86000
• Density: 1.62g/cm³
• LogP: 1.76650
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 190.9653171
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

98%min ^*data from raw suppliers

4,6-Dichloropyrimidine-5-carboxamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C(C(=N1)Cl)C(=O)N)Cl

Technology Process of 4,6-Dichloropyrimidine-5-carboxamide

There total 3 articles about 4,6-Dichloropyrimidine-5-carboxamide 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: 83.2%

4,6-dichloropyrimidine-5-carboxylic acid chloride (87600-97-3) → (4,6-dichloropyrimidin-5-yl)formamide (911461-47-7)

Guidance literature:

With ammonia; In tetrahydrofuran; at 20 ℃;

Reference yield:

2,6-dichloro-pyrimidine carbaldehyde (5305-40-8) → iminohydroxy intermediate (911461-47-7)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In water; ethyl acetate; at 20 ℃; for 1.5h;

Reference yield:

2,6-dichloro-pyrimidine carbaldehyde (5305-40-8) → (4,6-dichloropyrimidin-5-yl)formamide (911461-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / sulfuryl chloride; 2,2'-azobis(2-methylpropionitrile) / CCl₄ / 7 h / Heating

2: 53 percent / ammonia / acetonitrile; H₂O / 0.25 h / 0 °C

With sulfuryl dichloride; 2,2'-azobis(isobutyronitrile); ammonia; In tetrachloromethane; water; acetonitrile;

DOI:10.1007/s11172-006-0057-x

upstream raw materials:

4,6-dichloropyrimidine-5-carboxylic acid chloride

2,6-dichloro-pyrimidine carbaldehyde

Downstream raw materials:

4,6-dichloro-5-cyanopyrimidine

Refernces

• 1、 -. "SUBSTITUTED AMINOPYRIMIDINE COMPOUNDS AND METHODS OF USE". Paragraph 0682; 0683; 0684. . Retrieved 2015/03/31.
• 2、 -. "TRISUBSTITUTED ARYL AND HETEROARYL DERIVATIVES AS MODULATORS OF METABOLISM AND THE PROPHYLAXIS AND TREATMENT OF DISORDERS RELATED THERETO". Page/Page column 164. . Retrieved 2008/06/13.