4-Chloro-2-phenylpyrimidine-5-carbonitrile

Base Information

• Chemical Name: 4-Chloro-2-phenylpyrimidine-5-carbonitrile
• CAS No.: 33089-16-6
• Molecular Formula: C₁₁H₆ClN₃
• Molecular Weight: 215.642
• DSSTox Substance ID: DTXSID40356472
• Wikidata: Q82135806
• Mol file: 33089-16-6.mol

Synonyms:4-chloro-2-phenylpyrimidine-5-carbonitrile;33089-16-6;2-phenyl-4-chloro-5-cyanopyrimidine;SCHEMBL7260003;DTXSID40356472;MFCD00835023;AT39487;SB59526;4-chloro-2-phenyl-5-pyrimidinecarbonitrile;AC-907/34128028

Chemical Property of 4-Chloro-2-phenylpyrimidine-5-carbonitrile

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 215.0250249
• Heavy Atom Count: 15
• Complexity: 254

Purity/Quality:

4-Chloro-2-phenylpyrimidine-5-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC=C(C(=N2)Cl)C#N

Technology Process of 4-Chloro-2-phenylpyrimidine-5-carbonitrile

There total 4 articles about 4-Chloro-2-phenylpyrimidine-5-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: 88.0%

4-hydroxy-2-phenylpyrimidine-5-carbonitrile (27058-48-6) → 2-phenyl-4-chloro-5-cyanopyrimidine (33089-16-6)

Guidance literature:

With trichlorophosphate; at 80 ℃; for 4h;

DOI:10.1002/cmdc.201700243

Reference yield:

6-oxo-2-phenyl-1,6-dihydro-pyrimidine-5-carbonitrile (27058-48-6) → 2-phenyl-4-chloro-5-cyanopyrimidine (33089-16-6)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; for 1h; Heating / reflux;

Reference yield:

benzamidin (618-39-3) → 2-phenyl-4-chloro-5-cyanopyrimidine (33089-16-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 96 h / Reflux

2: trichlorophosphate / 4 h / 80 °C

With trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201700243

upstream raw materials:

6-oxo-2-phenyl-1,6-dihydro-pyrimidine-5-carbonitrile

4-hydroxy-2-phenylpyrimidine-5-carbonitrile

benzamidin

Downstream raw materials:

5-amino-2-phenyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester

5-amino-2-phenyl-thieno[2,3-d]pyrimidine-6-carboxylic acid naphthalen-2-ylamide

5-amino-2-phenyl-thieno[2,3-d]pyrimidine-6-carboxylic acid anilide

4-Methoxy-2-phenyl-pyrimidine-5-carboximidic acid methyl ester; hydrochloride