Methylguanidine

Base Information

• Chemical Name: Methylguanidine
• CAS No.: 471-29-4
• Molecular Formula: C2H7 N3
• Molecular Weight: 73.0977
• European Community (EC) Number: 207-438-3
• UNII: 5L0H5Q9VAG
• DSSTox Substance ID: DTXSID4020872
• Nikkaji Number: J403K
• Wikidata: Q27102005
• Metabolomics Workbench ID: 37847
• Mol file: 471-29-4.mol

Synonyms:Methylguanidine

Chemical Property of Methylguanidine

Chemical Property:

• Vapor Pressure: 1.33mmHg at 25°C
• Melting Point: 180-200℃
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 172.4°Cat760mmHg
• PKA: 14.05±0.70(Predicted)
• Flash Point: 58.1°C
• PSA: 61.90000
• Density: 1.19g/cm³
• LogP: 0.29020
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 73.063997236
• Heavy Atom Count: 5
• Complexity: 42.9

Purity/Quality:

99%, ^*data from raw suppliers

1-METHYLGUANIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: CN=C(N)N

Technology Process of Methylguanidine

There total 69 articles about Methylguanidine 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: 94.8%

2-methylisothiourea sulphate (14527-26-5,867-44-7,147895-43-0) + methylamine (74-89-5) → 1-methylguanidine (471-29-4)

Guidance literature:

2-methylisothiourea sulphate; methylamine; In water; at 20 ℃; for 16h; Reflux;

With barium(II) hydroxide; In water; at 50 ℃; for 1h;

DOI:10.1021/acs.joc.8b01710

Reference yield: 69.0%

2,4,6-tris(3-methylguanidino)-1,3,5-triazine → 1-methylguanidine (471-29-4) + isocyanuric acid (108-80-5)

Guidance literature:

With hydrogenchloride; for 133h; Yields of byproduct given; Heating;

DOI:10.1246/bcsj.58.2735

Reference yield:

N1-methyl biguanide hydrochloride (1674-62-0) → CYANAMID (420-04-2) + 1-methylguanidine (471-29-4) + guanidine hydrochloride (50-01-1) + methylcyanamide (4674-68-4)

Guidance literature:

bei der thermischen Zersetzung;

upstream raw materials:

creatinine

ethanol

CYANAMID

methylamine hydrochloride

Downstream raw materials:

N-methyl-N'-phenylazo-guanidine

4-Amino-2-methylamino-5-cyan-pyrimidin

1-methyl-3-benzoylguanidine

N-(bis-benzyloxy-phosphoryl)-N'-methyl-guanidine

Refernces

• 1、 Blake, James F.,Gaudino, John J.,De Meese, Jason,Mohr, Peter,Chicarelli, Mark,Tian, Hongqi,Garrey, Rustam,Thomas, Allen,Siedem, Christopher S.,Welch, Michael B.,Kolakowski, Gabrielle,Kaus, Robert,Burkard, Michael,Martinson, Matthew,Chen, Huifen,Dean, Brian,Dudley, Danette A.,Gould, Stephen E.,Pacheco, Patricia,Shahidi-Latham, Sheerin,Wang, Weiru,West, Kristina,Yin, Jianping,Moffat, John,Schwarz, Jacob B.. "Discovery of 5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine inhibitors of Erk2". . p. 2635 - 2639. Retrieved 2014/06/09.
• 2、 Chai, Baoshan,Wang, Shuyang,Yu, Wenquan,Li, Huichao,Song, Chuanjun,Xu, Ying,Liu, Changling,Chang, Junbiao. "Synthesis of novel strobilurin-pyrimidine derivatives and their antiproliferative activity against human cancer cell lines". . p. 3505 - 3510. Retrieved 2013/07/28.