3-Methoxycarbonylphenyl isothiocyanate

Base Information

• Chemical Name: 3-Methoxycarbonylphenyl isothiocyanate
• CAS No.: 3125-66-4
• Molecular Formula: C9H7NO2S
• Molecular Weight: 193.226
• European Community (EC) Number: 671-313-3
• DSSTox Substance ID: DTXSID70185176
• Mol file: 3125-66-4.mol

Synonyms:3-Methoxycarbonylphenyl isothiocyanate;3125-66-4;Methyl 3-isothiocyanatobenzoate;3-Methoxycarbonylphenylisothiocyanate;3-(Methoxycarbonyl)phenyl isothiocyanate;3-isothiocyanatobenzoic acid methyl ester;SCHEMBL1421363;DTXSID70185176;Methyl 3-isothiocyanatobenzoate #;MFCD00041080;AKOS003276033;3-isothiocyanato-benzoic acid methyl ester;FT-0615999;3-(Methoxycarbonyl)phenyl isothiocyanate, 99%;EN300-7550836;3-Methoxycarbonylphenyl isothiocyanate, AldrichCPR;A820772

Chemical Property of 3-Methoxycarbonylphenyl isothiocyanate

Chemical Property:

• Vapor Pressure: 0.000267mmHg at 25°C
• Refractive Index: 1.6240
• Boiling Point: 323.2 °C at 760 mmHg
• Flash Point: 149.2 °C
• PSA: 70.75000
• Density: 1.16 g/cm³
• LogP: 2.20750
• Storage Temp.: Keep Cold
• Sensitive.: Moisture Sensitive
• Water Solubility.: Hydrolyses in water.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 193.01974964
• Heavy Atom Count: 13
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

3-Methoxycarbonylphenylisothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,Xi
• Statements: 20/21/22-36/37/38-43
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CC=C1)N=C=S
• Uses: 3-(Methoxycarbonyl)phenyl isothiocyanate is used as intermediates. Used in nucleophilic addition reactions.

Technology Process of 3-Methoxycarbonylphenyl isothiocyanate

There total 5 articles about 3-Methoxycarbonylphenyl isothiocyanate 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: 92.0%

Methyl 3-aminobenzoate (4518-10-9) + thiophosgene (463-71-8) → 3-carbomethoxyphenyl isothiocyanate (3125-66-4)

Guidance literature:

With triethylamine; In ethyl acetate; at 0 - 20 ℃; for 12.5h;

DOI:10.1021/jm070790o

Reference yield: 92.0%

→ 3-carbomethoxyphenyl isothiocyanate (3125-66-4)

Guidance literature:

Reference yield: 78.0%

3-iodophenyl isothiocyanate (3125-73-3) + methyl chloroformate (79-22-1) → 3-carbomethoxyphenyl isothiocyanate (3125-66-4)

Guidance literature:

With phenyllithium; In tetrahydrofuran; diethyl ether; at -40 ℃; for 0.000615h; Flow reactor;

DOI:10.1055/s-0040-1707251

upstream raw materials:

Methyl 3-aminobenzoate

thiophosgene

3-iodophenyl isothiocyanate

methyl chloroformate

Downstream raw materials:

methyl 3-({[2-(cyclopropylcarbonyl)hydrazino]carbonothioyl}amino)benzoate

methyl 3-(5-amino-1H-1,2,4-triazol-3-ylamino)benzoate

Refernces

• 1、 Lee, Hyune-Jea,Torii, Daiki,Jeon, Yongju,Yoshida, Jun-Ichi,Kim, Heejin. "Integrated Synthesis Using Isothiocyanate-Substituted Aryllithiums by Flow Chemistry". supporting information. p. 1899 - 1902. Retrieved 2020/09/11.
• 2、 Minegishi, Hidemitsu,Futamura, Yushi,Fukashiro, Shinji,Muroi, Makoto,Kawatani, Makoto,Osada, Hiroyuki,Nakamura, Hiroyuki. "Methyl 3-((6-methoxy-1,4-dihydroindeno[1,2-c]pyrazol-3-yl)amino)benzoate (GN39482) as a tubulin polymerization inhibitor identified by morphobase and chemproteobase profiling methods". . p. 4230 - 4241. Retrieved 2015/06/08.