methyl (E)-3-(methylamino)but-2-enoate

Base Information

• Chemical Name: methyl (E)-3-(methylamino)but-2-enoate
• CAS No.: 13412-12-9
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.159
• Hs Code.: 29224985
• European Community (EC) Number: 681-112-2
• Nikkaji Number: J1.224.995K
• Mol file: 13412-12-9.mol

Synonyms:13412-12-9;methyl 3-(methylamino)but-2-enoate;METHYL 3-METHYLAMINOCROTONATE;methyl (E)-3-(methylamino)but-2-enoate;21759-69-3;(E)-methyl 3-(methylamino)but-2-enoate;MFCD00027383;SCHEMBL12431015;QAKYFFYZPIPLDN-SNAWJCMRSA-N;methyl 3-(methyl-amino) crotonate;CS-M1728;AKOS006223483;(E)-methyl3-(methylamino)but-2-enoate;DS-16541;2-Butenoic acid,3-(methylamino)-,methyl ester;C12462;A806736;Methyl 3-methylaminocrotonate

Chemical Property of methyl (E)-3-(methylamino)but-2-enoate

Chemical Property:

• Vapor Pressure: 1.57mmHg at 25°C
• Melting Point: 62-68 °C
• Boiling Point: 187.5°Cat760mmHg
• PKA: 5.73±0.70(Predicted)
• Flash Point: 67.2°C
• PSA: 38.33000
• Density: 0.969g/cm³
• LogP: 0.67350
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility.: Soluble in water at (54 g/L) (25°C), Calc.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

98%min ^*data from raw suppliers

Methyl3-Methylaminocrotonate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC(=O)OC)NC
• Isomeric SMILES: C/C(=C\C(=O)OC)/NC
• Uses: It is employed as an intermediate in the synthesis of an analogue to amlodipine, bearing a short amino polyethylene glycol chain.

Technology Process of methyl (E)-3-(methylamino)but-2-enoate

There total 10 articles about methyl (E)-3-(methylamino)but-2-enoate 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: 97.0%

40%-methylamine-methanol + acetoacetic acid methyl ester (105-45-3) → methyl 3-(methylamino)-2-butenoate (13412-12-9,21759-69-3,21759-68-2)

Guidance literature:

In methanol;

Reference yield: 96.0%

acetoacetic acid methyl ester (105-45-3) + methylamine (74-89-5) → 3-methylaminobut-2-enoic acid methyl ester (13412-12-9,21759-68-2,21759-69-3)

Guidance literature:

With graphene oxide-SnO₂ nanocomposite; In neat (no solvent); at 50 ℃; for 0.5h; Solvent; Catalytic behavior; Inert atmosphere;

DOI:10.1039/c5ra03363b

Reference yield: 94.0%

acetoacetic acid methyl ester (105-45-3) + methylamine (74-89-5) → methyl 3-(methylamino)-2-butenoate (13412-12-9,21759-69-3,21759-68-2)

Guidance literature:

With silica gel; In water; at 20 ℃; for 15h;

DOI:10.1021/jo101071c

upstream raw materials:

3-chloro-2-butanone

acetoacetic acid methyl ester

methylamine

β-Azidoisovaleriansaeuremethylester

Downstream raw materials:

methyl 3-(4-fluorophenyl)-1,5-dimethyl-1H-pyrazole-4-carboxylate

methyl 3-(p-chlorophenyl)-5-methylisoxazole-4-carboxylate

C₁₃H₁₄BrNO₃

C₁₈H₂₅BrN₂O₃Si

Refernces

• 1、 Solar,S. et al.. "-". . p. 220 - 225. Retrieved 1973.
• 2、 Kumar, Aniket,Rout, Lipeeka,Dhaka, Rajendra S.,Samal, Saroj L.,Dash, Priyabrat. "Design of a graphene oxide-SnO2 nanocomposite with superior catalytic efficiency for the synthesis of β-enaminones and β-enaminoesters". . p. 39193 - 39204. Retrieved 2015/05/20.
• 3、 Bunce, Richard A.,Nammalwar, Baskar,Gnanasekaran, Krishna Kumar,Cain, Nicholas R.. "Isoquinolin-1(2H)-ones and 1,6-naphthyridin-5(6H)-ones by an N-acylation-SNAr sequence". . p. 838 - 844. Retrieved 2014/01/23.