Maleamic acid

Base Information

• Chemical Name: Maleamic acid
• CAS No.: 557-24-4
• Molecular Formula: C4H5NO3
• Molecular Weight: 115.089
• Hs Code.: 2924199090
• European Community (EC) Number: 209-163-4
• NSC Number: 3246
• UNII: MJS1DTX3X1
• DSSTox Substance ID: DTXSID301031738
• Nikkaji Number: J53.672E
• Wikidata: Q27104047
• Metabolomics Workbench ID: 49941
• Mol file: 557-24-4.mol

Synonyms:maleamic acid;maleic acid monoamide

Chemical Property of Maleamic acid

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 8.06E-08mmHg at 25°C
• Melting Point: 158-161 °C
• Refractive Index: 1.528
• Boiling Point: 408.6 °C at 760 mmHg
• PKA: 2.86±0.25(Predicted)
• Flash Point: 200.9 °C
• PSA: 80.39000
• Density: 1.376 g/cm³
• LogP: -0.18720
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 115.026943022
• Heavy Atom Count: 8
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

(Z)-4-Amino-4-oxobut-2-enoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=CC(=O)O)C(=O)N
• Isomeric SMILES: C(=C\C(=O)O)\C(=O)N
• Recent EU Clinical Trials: An explorative, randomized, placebo-controlled, double-blind, parallel-group trial, to evaluate the pharmacodynamic effect of M0003 on reflux parameters in subjects with gastroesophageal reflux disease and with persistent symptoms despite taking a stable dose of proton pump inhibitors.
• Uses: Intermediate in the preparation of a new conjugated agent for radioiodination of proteins.

Technology Process of Maleamic acid

There total 21 articles about Maleamic acid 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: 99.0%

maleic anhydride (108-31-6) → maleamic acid (557-24-4)

Guidance literature:

With ammonia; In 1,4-dioxane; at 80 ℃; for 1h;

DOI:10.1002/adsc.201800734

Reference yield: 83.0%

→ maleamic acid (557-24-4)

Guidance literature:

Reference yield: 67.0%

5-azido-2-furanecarbaldehyde (39689-00-4) → maleamic acid (557-24-4) + maleic acid fully monoammonium salt (44742-89-4,39444-67-2)

Guidance literature:

With dihydrogen peroxide; In ethanol; 1.) 50 deg C (gas evolution); 2.) 24 h room temp.;

upstream raw materials:

maleic anhydride

maleiimide

5-azido-2-furanecarbaldehyde

L-asparagine

Downstream raw materials:

DL-α-N-Aethyl-asparagin

N²-methyl-DL-asparagine

(2E)-but-2-enedioic acid

maleiimide

Refernces

• 1、 Khan. "Kinetics and mechanism of the alkaline hydrolysis of maleimide". . p. 1767 - 1771. Retrieved 1984.
• 2、 -. "PROCESS FOR PRODUCING MALEIMIDE". Paragraph 0019; 0021; 0024-0026. . Retrieved 2017/10/25.
• 3、 Behrman, Edward J.,Hillenbrand, Edward L.. "Synthesis of N-formylmaleamic acid and some related N-formylamides". experimental part. p. 170 - 172. Retrieved 2009/04/16.