Methyl 5-methyl-2-(methylamino)benzoate

Base Information

• Chemical Name: Methyl 5-methyl-2-(methylamino)benzoate
• CAS No.: 55150-24-8
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.21600
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID90561918
• Wikidata: Q82445849
• Mol file: 55150-24-8.mol

Synonyms:55150-24-8;METHYL 5-METHYL-2-(METHYLAMINO)BENZOATE;Benzoic acid, 5-methyl-2-(methylamino)-, methyl ester;METHYL5-METHYL-2-(METHYLAMINO)BENZOATE;DTXSID90561918;AKOS002665757;Benzoic?acid,?5-methyl-2-(methylamino)-,?methyl?ester

Chemical Property of Methyl 5-methyl-2-(methylamino)benzoate

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Boiling Point: 270.782oC at 760 mmHg
• Flash Point: 117.565oC
• PSA: 38.33000
• Density: 1.099g/cm3
• LogP: 1.89630
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 182

Purity/Quality:

98%min ^*data from raw suppliers

Methyl5-methyl-2-(methylamino)benzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)NC)C(=O)OC

Technology Process of Methyl 5-methyl-2-(methylamino)benzoate

There total 9 articles about Methyl 5-methyl-2-(methylamino)benzoate 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: 95.0%

N,4-dimethyl-2-methoxycarbonyl-N-(p-toluenesulfonyl)aniline (127117-54-8) → N,4-dimethyl-2-(methoxycarbonyl)aniline (55150-24-8)

Guidance literature:

With hydrogen bromide; phenol; In acetic acid; at 25 ℃; for 16.5h;

DOI:10.1002/jhet.5570260548

Reference yield: 68.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + N-methyl-p-toluidine (623-08-5) → N,4-dimethyl-2-(methoxycarbonyl)aniline (55150-24-8)

Guidance literature:

With oxygen; palladium diacetate; copper(II) dipivaloate; potassium iodide; In dimethyl sulfoxide; toluene; acetonitrile; at 90 ℃; for 12h; Schlenk technique;

DOI:10.1021/acs.orglett.5b00206

Reference yield: 31.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-amino-5-methylbenzoic acid methyl ester (18595-16-9) → N,4-dimethyl-2-(methoxycarbonyl)aniline (55150-24-8)

Guidance literature:

With sodium tris(acetoxy)borohydride; In water; acetonitrile; at 20 ℃;

DOI:10.1039/d0ob01946a

upstream raw materials:

N,4-dimethyl-2-methoxycarbonyl-N-(p-toluenesulfonyl)aniline

2-Amino-5-methylbenzoic acid

2-methoxycarbonyl-4-methyl-N-(p-toluenesulfonyl)aniline

2-amino-5-methylbenzoic acid methyl ester

Refernces

• 1、 Dallinger, Doris,Kappe, C. Oliver,Zlatkovi?, Dragan. "A novel pathway for the thermolysis of N-nitrosoanthranilates using flash vacuum pyrolysis leading to 7-aminophthalides". supporting information. p. 8371 - 8375. Retrieved 2020/11/05.
• 2、 Jones,Betteridge,Newell,Jackman. "Synthesis and biological properties of 3-methyl-10-propargyl-5,8-dideazafolic acid". . p. 1501 - 1507. Retrieved 2007/10/02.