methyl N'-nitrocarbamimidothioate

Base Information

• Chemical Name: methyl N'-nitrocarbamimidothioate
• CAS No.: 2986-25-6
• Molecular Formula: C2H5N3O2S
• Molecular Weight: 135.147
• Hs Code.: 2930909090
• NSC Number: 47544
• Mol file: 2986-25-6.mol

Synonyms:methyl N'-nitrocarbamimidothioate;SCHEMBL8589087;(E)-2-methyl-1-nitroisothiourea;NSC47544;NSC-47544;A21682

Chemical Property of methyl N'-nitrocarbamimidothioate

Chemical Property:

• Vapor Pressure: 0.00207mmHg at 25°C
• Refractive Index: 1.625
• Boiling Point: 290.5 °C at 760 mmHg
• Flash Point: 129.5 °C
• PSA: 107.00000
• Density: 1.59 g/cm³
• LogP: 1.07930
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO, Ethanol (Very Slightly, Heated)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 135.01024758
• Heavy Atom Count: 8
• Complexity: 117

Purity/Quality:

99% ^*data from raw suppliers

N-Nitro-S-methylisothiourea ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC(=N[N+](=O)[O-])N
• Isomeric SMILES: CS/C(=N\[N+](=O)[O-])/N
• Uses: N-Nitro-S-methylisothiourea is used as a reactant in the preparation of 1,5-substituted-1,3,5-hexahydrotriazine-2-N-nitroimines with insecticidal activity.

Technology Process of methyl N'-nitrocarbamimidothioate

There total 11 articles about methyl N'-nitrocarbamimidothioate 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: 75.0%

2-methylisothiourea sulphate (14527-26-5,867-44-7,147895-43-0) → S-methyl-N-nitroisothiourea (2986-25-6)

Guidance literature:

With sulfuric acid; nitric acid; at -10 ℃; for 1h;

Reference yield: 74.0%

S-methylisothiourea hemisulphate (147895-43-0) → S-methyl-N-nitroisothiourea (2986-25-6)

Guidance literature:

With sulfuric acid; nitric acid; at 0 ℃; for 6h;

DOI:10.1021/acs.jafc.0c05997

Reference yield: 44.9%

2-methylisothiourea sulphate (14527-26-5,867-44-7,147895-43-0) → methyl nitrocarbamimidothioate (2986-25-6)

Guidance literature:

With sulfuric acid; nitric acid; at -10 - 5 ℃;

DOI:10.1016/j.jorganchem.2010.09.019

upstream raw materials:

2-methylisothiourea sulphate

S-Methylisothiourea sulfate

S-methylisothiourea hemisulphate

carbamimidothioic acid methyl ester

Downstream raw materials:

5-nitroaminotetrazole

3-amino-1-nitroguanidine

N-cyclohexyl-N'-nitro-guanidine

3-Nitro-1-<2-hydroxy-ethyl>-guanidin

Refernces

• 1、 Wu, Qinglai,Cai, Jinlong,Zhao, Fenghai,Zhou, Ziyuan,Yang, Dongyan,Qin, Zhaohai. "Synthesis and insecticidal activity of the fluorinated galegine analogues". . p. 5773 - 5777. Retrieved 2020/10/26.
• 2、 Jia, Changqing,Li, Jia-Qi,Qin, Zhaohai,Singh, Thishana,Su, Wangcang,Xiao, Yumei,Yang, Dongyan,Zhao, Fenghai. "Divergent Synthesis of Substituted Amino-1,2,4-triazole Derivatives". supporting information. p. 1901 - 1910. Retrieved 2021/05/18.