methyl N-cyano-N'-phenylcarbamimidothioate

Base Information

• Chemical Name: methyl N-cyano-N'-phenylcarbamimidothioate
• CAS No.: 21504-96-1
• Molecular Formula: C9H9 N3 S
• Molecular Weight: 191.257
• Hs Code.: 2930909090
• European Community (EC) Number: 671-373-0
• DSSTox Substance ID: DTXSID20374098
• Mol file: 21504-96-1.mol

Synonyms:21504-96-1;N-Cyano-S-methyl-N'phenylisothiourea;methyl N-cyano-N'-phenylcarbamimidothioate;methyl N'-cyano-N-phenylimidothiocarbamate;methyl N'-cyano-N-phenylcarbamimidothioate;(Z)-Methyl N-cyano-N'-phenylimidothiocarbamate;N-cyano-N'-phenylcarbamimidothioic acid methyl ester;1620809-57-5;SCHEMBL3287569;SCHEMBL13105581;SCHEMBL16471293;DTXSID20374098;MFCD00799298;STL582108;1-Cyano-2-methyl-3-phenylisothiourea;AKOS003676675;AKOS006272550;AKOS017404916;N-cyano-N'-phenyl-S-methylisothiourea;N-Cyano-S-methyl-N'-phenylisothiourea;LS-09457;methyl n-cyano-n'-phenylimidothiocarbamate;methyl N-phenyl-N'-cyanocarbamimidothioate;N-CYANO-S-METHYL-NPHENYLISOTHIOUREA;methyl N-cyano-N'-phenyl-carbamimidothioate;CS-0333610;(E)-methyl N'-cyano-N-phenylcarbamimidothioate;(E)-Methyl N-cyano-N'-phenylimidothiocarbamate;(Z)-methyl N'-cyano-N-phenylcarbamimidothioate;N-cyano-N'-phenyl(methylsulfanyl)methanimidamide;A815432;J-014114;(E)-N'-cyano-N-phenyl(methylsulfanyl)methanimidamide;934537-93-6

Chemical Property of methyl N-cyano-N'-phenylcarbamimidothioate

Chemical Property:

• Melting Point: 185 °C
• Boiling Point: 307.3oC at 760 mmHg
• Flash Point: 139.6oC
• PSA: 73.48000
• Density: 1.13g/cm3
• LogP: 2.37158
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 191.05171847
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl N'-cyano-N-phenylimidothiocarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC(=NC1=CC=CC=C1)NC#N

Technology Process of methyl N-cyano-N'-phenylcarbamimidothioate

There total 6 articles about methyl N-cyano-N'-phenylcarbamimidothioate 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: 87.3%

aniline (62-53-3) + dimethyl N-cyanodithioiminocarbonate (10191-60-3) → methyl N-phenyl-N′-cyanocarbamimidothioate (21504-96-1)

Guidance literature:

In ethanol; at 40 - 45 ℃;

DOI:10.1007/s10870-019-00795-4

Reference yield: 78.0%

aniline (62-53-3) + dimethyl N-cyanodithioiminocarbonate (10191-60-3) → N-cyano-S-methyl-N'-phenyl-isothiourea (21504-96-1)

Guidance literature:

In ethanol; for 3h; Heating / reflux;

Reference yield:

methyl iodide (74-88-4) → N-cyano-S-methyl-N'-phenyl-isothiourea (21504-96-1)

Guidance literature:

With ethanol;

upstream raw materials:

aniline

dimethyl N-cyanodithioiminocarbonate

methyl iodide

Downstream raw materials:

1-methyl-3-phenylamino-5-amino-1H-1,2,4-triazole

methylthiol

N-cyano-N'-phenyl-N,Ndimethylguanidine

Refernces

• 1、 Korff, Marvin,Imberg, Lukas,Will, Jonas M.,Bückrei?, Nico,Kalinina, Svetlana A.,Wenzel, Benjamin M.,Kastner, Gregor A.,Daniliuc, Constantin G.,Barth, Maximilian,Ovsepyan, Ruzanna A.,Butov, Kirill R.,Humpf, Hans-Ulrich,Lehr, Matthias,Panteleev, Mikhail A.,Poso, Antti,Karst, Uwe,Steinmetzer, Torsten,Bendas, Gerd,Kalinin, Dmitrii V.. "Acylated 1 H-1,2,4-Triazol-5-Amines Targeting Human Coagulation Factor XIIa and Thrombin: Conventional and Microscale Synthesis, Anticoagulant Properties, and Mechanism of Action". supporting information. p. 13159 - 13186. Retrieved 2020/11/13.
• 2、 Christensen, Mette K.,Erichsen, Kamille D.,Olesen, Uffe H.,Tj?rnelund, Jette,Fristrup, Peter,Thougaard, Annemette,Nielsen, S?ren Jensby,Sehested, Maxwell,Jensen, Peter B.,Loza, Einars,Kalvinsh, Ivars,Garten, Antje,Kiess, Wieland,Bj?rkling, Fredrik. "Nicotinamide phosphoribosyltransferase inhibitors, design, preparation, and structure-activity relationship". supporting information. p. 9071 - 9088. Retrieved 2014/01/06.