Methyl tosylcarbamate

Base Information

• Chemical Name: Methyl tosylcarbamate
• CAS No.: 14437-03-7
• Molecular Formula: C9H11 N O4 S
• Molecular Weight: 229.257
• Hs Code.: 2935009090
• European Community (EC) Number: 238-411-4
• UNII: BDN9HT2LGX
• DSSTox Substance ID: DTXSID50162687
• Nikkaji Number: J145.921J
• Wikidata: Q83031422
• Mol file: 14437-03-7.mol

Synonyms:Methyl tosylcarbamate;14437-03-7;N-(p-Tosyl)carbamic Acid Methyl Ester;methyl N-(4-methylphenyl)sulfonylcarbamate;BDN9HT2LGX;EINECS 238-411-4;Carbamic acid, [(4-methylphenyl)sulfonyl]-, methyl ester;Carbamic acid, N-[(4-methylphenyl)sulfonyl]-, methyl ester;Carbamic acid, (p-tolylsulfonyl)-, methyl ester;METHYL N-(4-METHYLBENZENESULFONYL)CARBAMATE;Carbamic acid, ((4-methylphenyl)sulfonyl)-, methyl ester;Methyl N-(p-Tosyl)carbamate;Methyltosylcarbamate;UNII-BDN9HT2LGX;(p-Tolylsulfonyl)carbamic Acid Methyl Ester;METHYL N-TOSYLCARBAMATE;Tosylcarbamic acid methyl ester;N-Tosyl-carbaminsauremethylester;SCHEMBL9526916;DTXSID50162687;MFCD00453717;AKOS024344752;SB79777;methyl (4-methylphenyl)sulfonylcarbamate;AS-70511;CS-0152991;FT-0675313;M2988;J-007946

Chemical Property of Methyl tosylcarbamate

Chemical Property:

• Melting Point: 115 °C
• Boiling Point: °Cat760mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: °C
• PSA: 84.34000
• Density: 1.3g/cm³
• LogP: 2.32490
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly) , Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 229.04087901
• Heavy Atom Count: 15
• Complexity: 312

Purity/Quality:

98%Min ^*data from raw suppliers

N-(p-Tosyl)carbamicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=O)OC
• Uses: N-(p-Tosyl)carbamic Acid Methyl Ester is a degradation product of Gliclazide.

Technology Process of Methyl tosylcarbamate

There total 6 articles about Methyl tosylcarbamate 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%

C9H10N2O6S (80284-00-0) → methyl tosylcarbamate (14437-03-7)

Guidance literature:

With water; for 2h; Heating;

DOI:10.1007/BF01094641

Reference yield: 95.0%

methanol (67-56-1) + Tosyl isocyanate (4083-64-1) → methyl tosylcarbamate (14437-03-7)

Guidance literature:

at 0 - 20 ℃;

DOI:10.1021/ol053141k

Reference yield: 83.0%

N,N'-carbonyl-bis(4-methylbenzenesulfonamide) (5219-81-8) + carbonic acid dimethyl ester (616-38-6) → methyl tosylcarbamate (14437-03-7)

Guidance literature:

With silica gel-supported lanthanum(III) oxide; at 150 ℃; for 12h; Autoclave; Inert atmosphere;

DOI:10.1080/00397911003707055

upstream raw materials:

C₉H₁₀N₂O₆S

toluene-4-sulfonamide

methyl chloroformate

methanol

Downstream raw materials:

n-butyl tosylcarbamate

(Z)-1-(p-toluenesulfonamido)-5,5-bis(methoxycarbonyl)-2-iodo-2-dodecen-7-yne

Tosyl isocyanate

C₁₈H₁₈BrNO₄S

Refernces

• 1、 Guo, Xiaoguang,Shang, Jianpeng,Li, Jian,Wang, Liguo,Ma, Yubo,Shi, Feng,Deng, Youquan. "Green and practical synthesis of carbamates from ureas and organic carbonates". . p. 1102 - 1111. Retrieved 2011.
• 2、 Iyer, Malliga R.,Cinar, Resat,Katz, Alexis,Gao, Michael,Erdelyi, Katalin,Jourdan, Tony,Coffey, Nathan J.,Pacher, Pal,Kunos, George. "Design, Synthesis, and Biological Evaluation of Novel, Non-Brain-Penetrant, Hybrid Cannabinoid CB1R Inverse Agonist/Inducible Nitric Oxide Synthase (iNOS) Inhibitors for the Treatment of Liver Fibrosis". . p. 1126 - 1141. Retrieved 2017/02/19.
• 3、 Isaksson, Rebecka,Kumpi?a, Ilze,Larhed, Mats,Wannberg, Johan. "Rapid and straightforward transesterification of sulfonyl carbamates". supporting information. p. 1476 - 1478. Retrieved 2016/03/12.