1-Phenylguanidine

Base Information

• Chemical Name: 1-Phenylguanidine
• CAS No.: 2002-16-6
• Molecular Formula: C7H9 N3
• Molecular Weight: 135.169
• Hs Code.: 2925290090
• European Community (EC) Number: 217-898-7
• DSSTox Substance ID: DTXSID70173836
• Nikkaji Number: J49.264G
• ChEMBL ID: CHEMBL14047
• Mol file: 2002-16-6.mol

Synonyms:phenylguanidine;phenylguanidine dihydrobromide;phenylguanidine monohydrochloride;phenylguanidine mononitrate;phenylguanidine sulfate (1:1);phenylguanidine sulfate (2:1);phenylguanidinium;phenylguanidinium chloride;phenylguanidinium ion

Chemical Property of 1-Phenylguanidine

Chemical Property:

• Vapor Pressure: 0.00207mmHg at 25°C
• Boiling Point: 290.5°Cat760mmHg
• PKA: pK1:10.77(+1) (25°C)
• Flash Point: 129.5°C
• PSA: 61.90000
• Density: 1.17g/cm³
• LogP: 1.86500
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 135.079647300
• Heavy Atom Count: 10
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

Phenylguanidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N=C(N)N
• Uses: Phenylguanidine is used to prepare (4-Aminomethyl)phenylguanidine derivative, which is a nonpeptidic highly selective inhibitor of human urokinase. A series of substituted phenylguanidine compounds are selective inhibitors of urokinase.

Technology Process of 1-Phenylguanidine

There total 36 articles about 1-Phenylguanidine 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: 98.0%

aniline (62-53-3) + 1H-benzotriazole-1-carboxamidine hydrochloride (19503-22-1) → 1-phenylguanidine (2002-16-6)

Guidance literature:

With triethylamine; In acetonitrile; at 60 ℃; for 6h;

DOI:10.1016/j.tetlet.2004.10.114

Reference yield: 97.0%

N,N′-bis(tert-butoxycarbonyl)-N′′-phenylguanidine (152120-56-4) → 1-phenylguanidine (2002-16-6)

Guidance literature:

With toluene-4-sulfonic acid; In neat (no solvent); for 0.5h; Milling;

DOI:10.1016/j.tet.2018.11.038

Reference yield: 95.0%

CYANAMID (420-04-2) + aniline (62-53-3) → 1-phenylguanidine (2002-16-6)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In water; at 100 ℃; for 12h; Reagent/catalyst;

DOI:10.1055/s-0033-1341080

upstream raw materials:

ethanol

nitrosoguanidine

aniline hydrochloride

CYANAMID

Downstream raw materials:

phenyl-pyrimidin-2-yl-amine

5-ethyl-2-anilino-5-butyl-1H-pyrimidine-4,6-dione

phenylcarbamimidoyl-amidophosphoric acid dibenzyl ester

phenylcarbamimidoyl-amidophosphoric acid bis-(4-nitro-benzyl ester)

Refernces

• 1、 ?ud, Mateja,Glasovac, Zoran,Margeti?, Davor. "The utilization of ball milling in synthesis of aryl guanidines through guanidinylation and N-Boc-deprotection sequence". . p. 109 - 115. Retrieved 2018/11/30.
• 2、 Tsubokura, Kazuki,Iwata, Takayuki,Taichi, Misako,Kurbangalieva, Almira,Fukase, Koichi,Nakao, Yoichi,Tanaka, Katsunori. "Direct guanylation of amino groups by cyanamide in water: Catalytic generation and activation of unsubstituted carbodiimide by scandium(iii) triflate". . p. 1302 - 1306. Retrieved 2014/06/10.