Maleanilic acid, p-methyl-

Base Information

• Chemical Name: Maleanilic acid, p-methyl-
• CAS No.: 24870-11-9
• Molecular Formula: C11H11 N O3
• Molecular Weight: 205.213
• Hs Code.: 2924299090
• NSC Number: 58033
• DSSTox Substance ID: DTXSID801219864
• Nikkaji Number: J24.909B
• ChEMBL ID: CHEMBL1078976
• Mol file: 24870-11-9.mol

Synonyms:Maleanilic acid, p-methyl-;24870-11-9;(Z)-4-(4-methylanilino)-4-oxobut-2-enoic acid;CHEMBL1078976;(2Z)-3-[(4-methylphenyl)carbamoyl]prop-2-enoic acid;(Z)-4-oxo-4-(p-tolylamino)but-2-enoic acid;2-Butenoic acid, 4-[(4-methylphenyl)amino]-4-oxo-, (2Z)-;NSC58033;N-p-Tolylmaleamidic acid;N-(p-tolyl)-maleamic acid;N-(4-methylphenyl) maleamic;2-Butenoic acid, 4-[(4-methylphenyl)amino]-4-oxo-, (Z)-;SCHEMBL5177468;DTXSID801219864;BDBM50313459;MFCD00020480;NSC-58033;STK010408;AKOS000296015;MS-21979;CS-0328231;SR-01000580293;SR-01000580293-1;(2Z)-4-[(4-Methylphenyl)amino]-4-oxo-2-butenoic acid;(2Z)-4-[(4-methylphenyl)amino]-4-oxobut-2-enoic acid

Chemical Property of Maleanilic acid, p-methyl-

Chemical Property:

• Melting Point: 193 °C(Solv: ethanol (64-17-5))
• Boiling Point: 446.0±45.0 °C(Predicted)
• PKA: 2.81±0.25(Predicted)
• PSA: 66.40000
• Density: 1.282±0.06 g/cm3(Predicted)
• LogP: 1.64730
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 205.07389321
• Heavy Atom Count: 15
• Complexity: 265

Purity/Quality:

97% ^*data from raw suppliers

(2E)-4-[(4-methylphenyl)amino]-4-oxobut-2-enoicAcid ^*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(=O)C=CC(=O)O
• Isomeric SMILES: CC1=CC=C(C=C1)NC(=O)/C=C\C(=O)O

Technology Process of Maleanilic acid, p-methyl-

There total 2 articles about Maleanilic acid, p-methyl- 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%

maleic anhydride (108-31-6) + p-toluidine (106-49-0,12221-03-3) → 4-methylmaleanilic acid (24870-11-9)

Guidance literature:

In N,N-dimethyl-formamide; at 110 ℃; for 5h;

DOI:10.1021/jm500556a

Reference yield:

→ 4-methylmaleanilic acid (24870-11-9)

Guidance literature:

Maleinsaeureanhydrid, p-Toluidin, Ae. oder Bzl.;

Reference yield: 98.0%

4-methylmaleanilic acid (24870-11-9) → N-p-tolylphenylmaleimide (1631-28-3,25989-85-9)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; zinc(II) chloride; In benzene; for 3h; Heating;

upstream raw materials:

maleic anhydride

p-toluidine

Downstream raw materials:

methyl p-methylmaleanilate

2-decylsulfanyl-N-phenyl-succinamic acid

2-Decylsulfanyl-N-p-tolyl-succinamic acid

N-p-tolylphenylmaleimide

Refernces

• 1、 Xu, Wen-Lei,Tang, Lei,Ge, Chen-Yu,Chen, Jie,Zhou, Ling. "Synthesis of Tetrahydroisoindolinones via a Metal-Free Dehydrogenative Diels-Alder Reaction". supporting information. p. 2268 - 2273. Retrieved 2019/04/10.
• 2、 Bottero, Ilaria,Huck, Jürgen,Kosikova, Tamara,Philp, Douglas. "A Synthetic Replicator Drives a Propagating Reaction-Diffusion Front". supporting information. p. 6723 - 6726. Retrieved 2016/06/15.