1-(4-Cyanophenyl)guanidine

Base Information

• Chemical Name: 1-(4-Cyanophenyl)guanidine
• CAS No.: 5637-42-3
• Molecular Formula: C8H8N4
• Molecular Weight: 160.178
• Hs Code.: 2926909090
• European Community (EC) Number: 611-382-9
• DSSTox Substance ID: DTXSID90589935
• Mol file: 5637-42-3.mol

Synonyms:5637-42-3;1-(4-Cyanophenyl)guanidine;N-(4-CYANOPHENYL)GUANIDINE;2-(4-cyanophenyl)guanidine;4-CYANOPHENYL GUANIDINE;MFCD16251323;4-Cyanophenylguanidine;4-guanidinobenzonitrile;(4-cyanophenyl)guanidine;SCHEMBL247051;N''-(4-Cyanophenyl)guanidine;AMY4029;DTXSID90589935;BTDGLZSKNFJBER-UHFFFAOYSA-N;AKOS016003144;CS-W010877;AC-25858;AS-19129;DA-17016;SY102275;C3387;NS00002950;J-523052

Chemical Property of 1-(4-Cyanophenyl)guanidine

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0.000406mmHg at 25°C
• Melting Point: 155-162°C
• Refractive Index: 1.633
• Boiling Point: 316.6 °C at 760 mmHg
• PKA: 9.91±0.10(Predicted)
• Flash Point: 145.3 °C
• PSA: 85.69000
• Density: 1.25 g/cm³
• LogP: 1.73668
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: DMSO, Methanol
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 160.074896272
• Heavy Atom Count: 12
• Complexity: 213

Purity/Quality:

99.9% ^*data from raw suppliers

N-(4-Cyanophenyl)guanidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)N=C(N)N
• Uses: An intermediate in the preparation of Etravirine

Technology Process of 1-(4-Cyanophenyl)guanidine

There total 2 articles about 1-(4-Cyanophenyl)guanidine 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: 52.0%

4-cyanophenylthiourea (3460-55-7) → 1-(4-cyanophenyl)guanidine (5637-42-3) + N-(4-Cyano-phenyl)-guanidine

Guidance literature:

4-cyanophenylthiourea; With iron(III) sulphate monohydrate; potassium carbonate; In dimethyl sulfoxide; at 20 ℃; for 2h;

With ammonium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 3h;

DOI:10.1080/17415993.2021.1909589

Reference yield: 15.0%

CYANAMID (420-04-2) + 4-Aminobenzonitrile (873-74-5) → 1-(4-cyanophenyl)guanidine (5637-42-3)

Guidance literature:

CYANAMID; 4-Aminobenzonitrile; With nitric acid; In ethanol; for 6h; Reflux;

With water; sodium hydroxide; for 0.0833333h; Reflux;

DOI:10.1016/j.ejmech.2009.10.003

Reference yield: 81.0%

(E)-4-(3-(4-benzyloxyphenoxy)phenyl)but-3-en-2-one (1212390-24-3) + 1-(4-cyanophenyl)guanidine (5637-42-3) → 4-{4-[3-(4-benzyloxyphenoxy)phenyl]-6-methylpyrimidin-2-ylamino}benzo-1-nitrile (1212390-27-6)

Guidance literature:

In N,N-dimethyl acetamide; at 160 ℃; for 6h;

DOI:10.1016/j.ejmech.2009.10.003

upstream raw materials:

CYANAMID

4-Aminobenzonitrile

4-cyanophenylthiourea

Downstream raw materials:

4-{4-[3-(4-benzyloxyphenoxy)phenyl]-6-methylpyrimidin-2-ylamino}benzo-1-nitrile

4-((4,6-dihydroxypyrimidine-2-yl)amino)benzonitrile

etravirine

4-(4,6-dichloropyrimidine-2-yl-amino)benzonitrile