2,4,6-Trichloro-5-cyanopyrimidine

Base Information

• Chemical Name: 2,4,6-Trichloro-5-cyanopyrimidine
• CAS No.: 3029-64-9
• Molecular Formula: C5Cl3N3
• Molecular Weight: 208.434
• Hs Code.: 2933599090
• NSC Number: 70961
• DSSTox Substance ID: DTXSID00290767
• Wikidata: Q72510421
• Mol file: 3029-64-9.mol

Synonyms:2,4,6-Trichloro-5-cyanopyrimidine;3029-64-9;2,4,6-trichloropyrimidine-5-carbonitrile;2,4,6-Trichloro-pyrimidine-5-carbonitrile;5-Pyrimidinecarbonitrile, 2,4,6-trichloro-;MFCD07636745;trichloropyrimidine-5-carbonitrile;NSC70961;2,4,6-trichloro-5-pyrimidinecarbonitrile;AMY130;SCHEMBL1014917;DTXSID00290767;IAJCAZVXGKGAQK-UHFFFAOYSA-N;BCP06167;NSC 70961;NSC-70961;2,4,6-trichloro-5-cyano-pyrimidine;5-cyano-2,4,6-trichloro-pyrimidine;AKOS015892457;AC-3172;CS-W003410;SB36475;DS-11186;SY004231;FT-0649934;A852023;A1-02107;J-507067

Chemical Property of 2,4,6-Trichloro-5-cyanopyrimidine

Chemical Property:

• Vapor Pressure: 0.00031mmHg at 25°C
• Melting Point: 122-124℃
• Refractive Index: 1.609
• Boiling Point: 320.8 °C at 760 mmHg
• PKA: -9.85±0.39(Predicted)
• Flash Point: 147.8 °C
• PSA: 49.57000
• Density: 1.74 g/cm³
• LogP: 2.30848
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 206.915780
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4,6-Trichloro-5-cyanopyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(#N)C1=C(N=C(N=C1Cl)Cl)Cl
• Uses: 2,4,6-Trichloro-5-cyanopyrimidine is used in the development of phosphoinositide 3-Kinase (PI3K) β/δ inhibitors for the treatment of phosphatase and Tensin Homolog (PTEN) .

Technology Process of 2,4,6-Trichloro-5-cyanopyrimidine

There total 5 articles about 2,4,6-Trichloro-5-cyanopyrimidine 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: 92.0%

2,4,6-trichloropyrimidine-5-carbaldehyde (50270-27-4) → 2,4,6-trichloro-5-pyrimidinecarbonitrile (3029-64-9)

Guidance literature:

2,4,6-trichloropyrimidine-5-carbaldehyde; With hydroxylamine hydrochloride; acetic acid; In water; at 60 ℃; for 1h;

With thionyl chloride; at 20 ℃; for 2.16667h; Reflux;

Reference yield: 65.0%

→ 2,4,6-trichloro-5-pyrimidinecarbonitrile (3029-64-9) + 4,6-dichloro-2-(methylthio)-5-pyrimidinecarbonitrile (33097-13-1)

Guidance literature:

Reference yield:

(E/Z)-2,4,6-trichloro-pyrimidine-5-carbaldehyde oxime → 2,4,6-trichloro-5-pyrimidinecarbonitrile (3029-64-9)

Guidance literature:

In thionyl chloride;

upstream raw materials:

2,4,6-trioxo-hexahydro-pyrimidine-5-carboxylic acid amide

2,4,6-trichloropyrimidine-5-carbaldehyde

Downstream raw materials:

4,6-dichloro-2-methoxy-pyrimidine-5-carbonitrile

2,4-dichloro-6-(3,5-dimethoxyphenylamino)pyrimidine-5-carbonitrile

C₃₀H₄₀N₈O₃S

(S)-2,4-diamino-6-((1-(5-chloro-3-(3-chloro-5-(difluoromethyl)phenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)ethyl)amino)pyrimidine-5-carbonitrile

Refernces

• 1、 -. "Pyrimidine, pyrazine and triazine derivatives". . . Retrieved 2008/06/13.
• 2、 -. "2,4,5,6-Tetrasubstituted pyrimidines and salts thereof". . . Retrieved 2008/06/13.