2,4-Dihydroxyquinazoline-6-carbonitrile

Base Information

• Chemical Name: 2,4-Dihydroxyquinazoline-6-carbonitrile
• CAS No.: 1334331-27-9
• Molecular Formula: C9H5N3O2
• Molecular Weight: 187.1549
• Hs Code.: 2933990090
• Mol file: 1334331-27-9.mol

Synonyms:2,4-Dihydroxyquinazoline-6-carbonitrile

Chemical Property of 2,4-Dihydroxyquinazoline-6-carbonitrile

Chemical Property:

• PKA: 9.50±0.20(Predicted)
• PSA: 90.03000
• Density: 1.51±0.1 g/cm3(Predicted)
• LogP: 0.91268
• Storage Temp.: 2-8°C

Purity/Quality:

≥99% ^*data from raw suppliers

2,4-Dihydroxyquinazoline-6-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,4-Dihydroxyquinazoline-6-carbonitrile

There total 3 articles about 2,4-Dihydroxyquinazoline-6-carbonitrile 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: 97.0%

carbon dioxide (124-38-9,18923-20-1) + 2,4-dicyanoaniline (19619-22-8) → 2,4-dioxo-1,2,3,4-tetrahydroquinazoline-7-carbonitrile (1334331-27-9)

Guidance literature:

With potassium carbonate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In dimethyl sulfoxide; at 120 ℃; for 8h; under 750.075 Torr; High pressure; Autoclave;

DOI:10.1039/c4ra13752c

Reference yield: 86.0%

potassium cyanate (590-28-3) + carbon monoxide (201230-82-2) + 3-amino-4-iodobenzonitrile (665033-21-6) → 2,4-dioxo-1,2,3,4-tetrahydroquinazoline-7-carbonitrile (1334331-27-9)

Guidance literature:

With dichloro(1,5-cyclooctadiene)palladium(II); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 70 ℃; for 24h;

DOI:10.1021/acs.orglett.5b00221

Reference yield:

zinc(II) cyanide (557-21-1) + 6-bromo-1H-quinazoline-2,4-dione (88145-89-5) → 2,4-dioxo-1,2,3,4-tetrahydroquinazoline-7-carbonitrile (1334331-27-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 220 ℃; for 1h; Microwave irradiation;

upstream raw materials:

carbon dioxide

2,4-dicyanoaniline

potassium cyanate

carbon monoxide

Refernces

• 1、 Yin, Hongfei,De Almeida, Angelina M.,De Almeida, Mauro V.,Lindhardt, Anders T.,Skrydstrup, Troels. "Synthesis of acyl carbamates via four component Pd-catalyzed carbonylative coupling of aryl halides, potassium cyanate, and alcohols". supporting information. p. 1248 - 1251. Retrieved 2015/03/14.