Methyl 4-(methylamino)benzoate

Base Information

• Chemical Name: Methyl 4-(methylamino)benzoate
• CAS No.: 18358-63-9
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2922499990
• European Community (EC) Number: 888-919-0
• NSC Number: 117658,109525
• DSSTox Substance ID: DTXSID40171445
• Nikkaji Number: J578.932J
• Wikidata: Q83041524
• Mol file: 18358-63-9.mol

Synonyms:methyl 4-(methylamino)benzoate;18358-63-9;Methyl 4-methylaminobenzoate;Benzoic acid, 4-(methylamino)-, methyl ester;Methyl 4(methylamino)benzoate;MFCD00017198;4-methylaminobenzoic acid methyl ester;Methyl4-(methylamino)benzoate;methyl 4-methylaninobenzoate;SCHEMBL697023;4-carbomethoxy-N-methylaniline;methyl 4-(methylamino)-benzoate;DTXSID40171445;METHYL-4-METHYLAMINOBENZOATE;NSC109525;NSC117658;STK503896;4-methylamino-benzoic acid methylester;AKOS009047667;NC-0215;NSC 109525;NSC 117658;NSC-109525;NSC-117658;SB75864;4-Methylamino-benzoic acid methyl ester;p-Aminobenzoic acid di-methyl derivative;SY109318;BB 0257593;CS-0094663;FT-0628845;EN300-31230;J-011760;1-BENZYLAMINO-CYCLOHEXANECARBOXYLICACIDHYDROCHLORIDE

Chemical Property of Methyl 4-(methylamino)benzoate

Chemical Property:

• Vapor Pressure: 0.00451mmHg at 25°C
• Melting Point: 94-96 °C
• Refractive Index: 1.562
• Boiling Point: 277.5 °C at 760 mmHg
• PKA: 2.26±0.12(Predicted)
• Flash Point: 121.6 °C
• PSA: 38.33000
• Density: 1.125 g/cm³
• LogP: 1.58790
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: It is slightly soluble in water. (1.2 g/L) (25°C insoluble in hexane.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99%, ^*data from raw suppliers

METHYL 4-(METHYLAMINO)BENZOATE ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNC1=CC=C(C=C1)C(=O)OC
• Uses: Methyl 4-(Methylamino)benzoate is used as a reagent in the synthesis of sulfonamide-containing N-hydroxyindole-2-carboxylates as inhibitors of human lactate dehydrogenase-isoform 5. Also used in the preparation of hyaluronic acid-methotrexate conjugates as antiarthritic and antiinflammatory agents.This compound is suitable for lactate dehydrogenase (LDH) related research.

Technology Process of Methyl 4-(methylamino)benzoate

There total 39 articles about Methyl 4-(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: 100.0%

methanol (67-56-1) + N-methyl-p-aminobenzoic acid (10541-83-0,937737-33-2) → methyl 4-(N-methyl)aminobenzoate (18358-63-9)

Guidance literature:

With toluene-4-sulfonic acid; for 72h; Heating;

DOI:10.1021/jm9801354

Reference yield: 97.0%

methyl 4-(N-methylformamido)benzoate → methyl 4-(N-methyl)aminobenzoate (18358-63-9)

Guidance literature:

With C₁₈H₃₇ClMoNO₂P₂; hydrogen; sodium triethylborohydride; In tetrahydrofuran; toluene; at 100 ℃; for 24h; under 37503.8 Torr; Autoclave; Glovebox;

DOI:10.1039/c9sc03453f

Reference yield: 95.0%

methyl N-methyl-N-nosyl-p-aminobenzoate (881005-27-2) + mercaptoacetic acid (68-11-1) → 2-(4-nitrophenylthio)acetic acid (3406-75-5) + methyl 4-(N-methyl)aminobenzoate (18358-63-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃;

DOI:10.1016/j.tet.2006.03.104

upstream raw materials:

methanol

N-methyl-p-aminobenzoic acid

N-methyl-N-(4-methoxycarbonylphenyl)sulfuric diamide

methyl N-methyl-N-nitroso-4-aminobenzoate

Downstream raw materials:

methyl 4-(N-benzoyl-N-methylamino)benzoate

4-[methyl-(2-piperidin-1-yl-ethyl)-amino]-benzoic acid methyl ester

ethyl 4-[(chloroaceetyl)(methyl)amino]benzoate

methyl 4-(methyl(phenylsulfonyl)amino)-benzoate

Refernces

• 1、 Cheng, Hanchao,Lam, Tsz-Lung,Liu, Yungen,Tang, Zhou,Che, Chi-Ming. "Photoinduced Hydroarylation and Cyclization of Alkenes with Luminescent Platinum(II) Complexes". supporting information. p. 1383 - 1389. Retrieved 2020/11/30.
• 2、 Liu, Peng,Yang, Jiazhi,Ai, Yao,Hao, Shushu,Chen, Xiaozhong,Li, Feng. "Recyclable covalent triazine framework-supported iridium catalyst for the N-methylation of amines with methanol in the presence of carbonate". . p. 281 - 290. Retrieved 2021/03/26.