1-(4-Chlorophenyl)-3-cyanoguanidine

Base Information

• Chemical Name: 1-(4-Chlorophenyl)-3-cyanoguanidine
• CAS No.: 1482-62-8
• Molecular Formula: C8H7ClN4
• Molecular Weight: 194.623
• Hs Code.: 2926900005
• European Community (EC) Number: 216-043-5
• NSC Number: 74463
• UNII: X27G052788
• DSSTox Substance ID: DTXSID10163933
• Nikkaji Number: J16.216G
• Wikidata: Q27293403
• ChEMBL ID: CHEMBL1329926
• Mol file: 1482-62-8.mol

Synonyms:1-(4-Chlorophenyl)-3-cyanoguanidine;1482-62-8;p-Chlorophenyldicyandiamide;Guanidine, N-(4-chlorophenyl)-N'-cyano-;N-(4-Chlorophenyl)-N'-cyanoguanidine;NSC74463;p-chlorophenyl-cyanoguanidine;1-(p-Chlorophenyl)-3-cyanoguanidine;2-(4-chlorophenyl)-1-cyanoguanidine;N-(p-Chlorophenyl)dicyandiamide;1-(p-Chlorophenyl)dicyanodiamide;1-(p-Chlorophenyl)-3-cyanoguanidin;NSC 74463;GUANIDINE, 1-(p-CHLOROPHENYL)-3-CYANO-;EINECS 216-043-5;NSC-74463;4-Chlor-phenyl-dicyandiamin [German];4-Chlor-phenyl-dicyandiamin;BRN 2213286;UNII-X27G052788;3-(4-chlorophenyl)-1-cyanoguanidine;1-(4-chlorophenyl)-3-cyano-guanidine;X27G052788;4-12-00-01197 (Beilstein Handbook Reference);p-Chlorophenylcyanoguanidine;1-Cyano-3-(4-chlorophenyl)guanidine;N-(4-Chlorophenyl)-N'-cyanoquanidine;Maybridge1_004360;WLN: NCMYUM&MR DG;NCIStruc1_000255;NCIStruc2_000003;SCHEMBL1108190;CHEMBL1329926;SCHEMBL16333454;HMS553O06;DTXSID10163933;N-p-chlorophenyl-N'-cyanoguanidine;BCP28543;NCI74463;CCG-36252;MFCD01724336;NCGC00013817;STL140821;1-(4-chlorophenyl)-2-cyanoguanidine;AKOS005720992;AM85594;N-(4-chlorophenyl)-N''-cyanoguanidine;NCGC00013817-02;NCGC00096927-01;AS-17423;LS-73368;NCI60_041629;CS-0324317;FT-0660897;D86422;A851632;AL-398/25017011;J-008456;Q27293403;PROGUANIL HYDROCHLORIDE IMPURITY E [EP IMPURITY];3-AMINO-3-(2-HYDROXY-4-METHOXY-PHENYL)-PROPIONICACID;N-(4-Chlorophenyl)-N inverted exclamation marka-cyanoguanidine

Chemical Property of 1-(4-Chlorophenyl)-3-cyanoguanidine

Chemical Property:

• Vapor Pressure: 8.74E-05mmHg at 25°C
• Melting Point: 202-204 °C
• Refractive Index: 1.626
• Boiling Point: 340.2 °C at 760 mmHg
• PKA: 4.92±0.10(Predicted)
• Flash Point: 159.5 °C
• PSA: 71.70000
• Density: 1.34g/cm³
• LogP: 2.32098
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 194.0359239
• Heavy Atom Count: 13
• Complexity: 234

Purity/Quality:

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

p-Chlorophenylcyanoguanidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=C(N)NC#N)Cl
• Uses: 1-(4-chlorophenyl)-3-cyanoguanidine used in the preparation of antimalarial agents. Halo-aryl substituted guanidine derivative used in the preparation of antimalarial agents. Proguanil USP Related Compound E (1-(4-chlorophenyl)-3-cyanoguanidine).

Technology Process of 1-(4-Chlorophenyl)-3-cyanoguanidine

There total 11 articles about 1-(4-Chlorophenyl)-3-cyanoguanidine 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: 100.0%

sodium dicyanamide (1934-75-4) + 4-chloro-aniline (106-47-8) → 1-(4-chlorophenyl)-3-cyanoguanidine (1482-62-8)

Guidance literature:

oxonium; acetic acid; In water; at 40 ℃; Rate constant; Mechanism;

DOI:10.1021/jo00184a029

Reference yield:

dicyandiamide (127099-85-8,780722-26-1) + p-chloroaniline hydrochloride (20265-96-7) → 1-(4-chlorophenyl)-3-cyanoguanidine (1482-62-8)

Guidance literature:

p-chloroaniline hydrochloride; With sodium nitrite; In water; at 10 ℃; for 0.5h;

dicyandiamide; With sodium carbonate; In water; at 20 - 60 ℃; for 2h; Temperature;

Reference yield:

N-(4-chloro-phenylazo)-N'-cyano-guanidine (3713-20-0) → 1-(4-chlorophenyl)-3-cyanoguanidine (1482-62-8)

Guidance literature:

With hydrogenchloride; acetone;

upstream raw materials:

N-(4-chloro-phenylazo)-N'-cyano-guanidine

4-chlorophenylbiguanide

calcium cyanamide

cyanogen chloride

Downstream raw materials:

5-(4-chloro-phenyl)-1-isopropyl-1-methyl-biguanide

N¹-(p-Chlorophenyl)-N⁵-n-amylbiguanide

1,1-diethyl-5-(4-chloro-phenyl)-biguanide

N¹-p-Chlorphenyl-N⁵-n-butylbiguanid

Refernces

• 1、 Hill, Steven V.,Longridge, Jethro L.,Williams, Andrew. "General Acid Catalyzed Addition of Anilines to Dicyanamide Ion through a Concerted Mechanism". . p. 1819 - 1823. Retrieved 1984.
• 2、 -. "Synthesis method of 4-chlorobenzene cyanoguanidine". Paragraph 0011-0017. . Retrieved 2021/02/10.
• 3、 -. "BRIDGED POLYCYCLIC COMPOUND BASED COMPOSITIONS FOR RENAL THERAPY". Page/Page column 47. . Retrieved 2010/02/16.