4-Chlorophenylcyanamide

Base Information

• Chemical Name: 4-Chlorophenylcyanamide
• CAS No.: 13463-94-0
• Molecular Formula: C7H5 Cl N2
• Molecular Weight: 152.583
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID60158839
• Nikkaji Number: J604.953B
• Wikidata: Q83027148
• Mol file: 13463-94-0.mol

Synonyms:4-Chlorophenylcyanamide;13463-94-0;(4-Chlorophenyl)cyanamide;Cyanamide, (4-chlorophenyl)-;p-Chlorphenylcyanamid;p-chlorophenylcyanamide;4-Chloro-phenyl-cyanamide;SCHEMBL2836022;DTXSID60158839;GKFFFNUVYUGXEW-UHFFFAOYSA-N;AKOS005305720;[(4-CHLOROPHENYL)AMINO]FORMONITRILE;FT-0664897

Chemical Property of 4-Chlorophenylcyanamide

Chemical Property:

• Vapor Pressure: 0.0764mmHg at 25°C
• Melting Point: 103-105°C
• Boiling Point: 227.7°Cat760mmHg
• Flash Point: 91.5°C
• PSA: 35.82000
• Density: 1.335g/cm³
• LogP: 2.30598
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 152.0141259
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

98%Min ^*data from raw suppliers

4-Chlorophenylcyanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC#N)Cl
• Uses: 4-Chlorophenylcyanamide is an intermediate used in synthesis of N-(4-Chlorophenyl)-O-methylisourea Sulfate Salt (~90%) (C378465), which is a cytotoxic agent which displays tumor inhibitory activity.

Technology Process of 4-Chlorophenylcyanamide

There total 31 articles about 4-Chlorophenylcyanamide 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%

4-chloro-aniline (106-47-8) + cyanogen chloride (506-77-4) → N-(4-chlorophenyl)cyanamide (13463-94-0)

Guidance literature:

With trimethylamine; Ambient temperature;

DOI:10.1002/(SICI)1521-3765(19981204)4:12<2467::AID-CHEM2467>3.0.CO;2-D

Reference yield: 100.0%

bromocyane (506-68-3) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)cyanamide (13463-94-0)

Guidance literature:

With trimethylamine; Ambient temperature;

DOI:10.1002/(SICI)1521-3765(19981204)4:12<2467::AID-CHEM2467>3.0.CO;2-D

Reference yield: 98.0%

4-chlorobenzamidoxime (5033-28-3) → N-(4-chlorophenyl)cyanamide (13463-94-0)

Guidance literature:

With p-toluenesulfonyl chloride; In pyridine; at 60 ℃; Solvent; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/ol403645y

upstream raw materials:

ethylmagnesium iodide

1-(4-chlorophenyl)-3-cyanoguanidine

methyl magnesium iodide

isobutylmagnesium bromide

Downstream raw materials:

N-(4-chloro-phenyl)-propionamidine

Kohlensaeure-p-tolylester-imid-<(4-chlor-phenyl)-cyanamid>

5-(4-Chloro-phenylamino)-4-methyl-2,4-dihydro-[1,2,4]triazole-3-thione

5-(4-Chloro-phenylamino)-4-ethyl-2,4-dihydro-[1,2,4]triazole-3-thione

Refernces

• 1、 Nannapaneni, Madhavi,Pendem, Venkata Bhavanarushi,Tamminana, Ramana. "Iron-mediated desulphurization approach: synthesis of cyanamides and their conversions". . . Retrieved 2022/01/12.
• 2、 Zhang, Guofu,Zhao, Yiyong,Ding, Chengrong. "A cascade process for directly converting nitriles (RCN) to cyanamides (RNHCN) via SO2F2-activated Tiemann rearrangement". supporting information. p. 7684 - 7688. Retrieved 2019/08/30.