Dimethyl acetamidomalonate

Base Information

• Chemical Name: Dimethyl acetamidomalonate
• CAS No.: 60187-67-9
• Molecular Formula: C7H11NO5
• Molecular Weight: 189.168
• Hs Code.: 2924199090
• NSC Number: 157352
• DSSTox Substance ID: DTXSID50303210
• Nikkaji Number: J589.171J
• Wikidata: Q72468738
• Mol file: 60187-67-9.mol

Synonyms:dimethyl acetamidomalonate;60187-67-9;Dimethyl 2-acetamidomalonate;dimethyl 2-acetamidopropanedioate;NSC157352;SCHEMBL1471075;DTXSID50303210;CHQXZPUFDGYORW-UHFFFAOYSA-N;AMY37211;AKOS006273268;NSC-157352;BS-22356;CS-0209098;FT-0656870;A51098

Chemical Property of Dimethyl acetamidomalonate

Chemical Property:

• Vapor Pressure: 0.00265mmHg at 25°C
• Melting Point: 62-63 °C
• Refractive Index: 1.441
• Boiling Point: 286.4 °C at 760 mmHg
• PKA: 11.89±0.59(Predicted)
• Flash Point: 127 °C
• PSA: 81.70000
• Density: 1.202 g/cm³
• LogP: -0.77200
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 189.06372245
• Heavy Atom Count: 13
• Complexity: 209

Purity/Quality:

98% ^*data from raw suppliers

Dimethyl acetamidomalonate 99 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Dimethyl acetamidomalonate

There total 1 articles about Dimethyl acetamidomalonate 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: 15.0%

dimethyl diazomalonate (6773-29-1) + acetaldehyde (75-07-0,9002-91-9) → dimethyl acetamidomalonate (60187-67-9) + malonic acid dimethyl ester (108-59-8)

Guidance literature:

benzophenone; for 8h; Irradiation;

DOI:10.1021/ja00209a034

Reference yield: 99.0%

dimethyl acetamidomalonate (60187-67-9) + 4-(bromomethyl)-5-cyclohexyl-2-(methoxymethyl)isoxazolin-3-one (203718-21-2) → methyl 2-acetamido-3-[5-cyclohexyl-2-(methoxymethyl)-3-oxoisoxazolin-4-yl]-2-(methoxycarbonyl)propanoate (203718-25-6)

Guidance literature:

dimethyl acetamidomalonate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

4-(bromomethyl)-5-cyclohexyl-2-(methoxymethyl)isoxazolin-3-one; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

DOI:10.1016/S0968-0896(97)10017-7

Reference yield: 93.0%

dimethyl acetamidomalonate (60187-67-9) + methyl 2-benzylidene-4-phenylbut-3-ynoate (1092492-45-9) → trimethyl 1-acetyl-5-benzyl-3-phenyl-1H-pyrrole-2,2,4(3H)-tricarboxylate (1372422-99-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 40 ℃; for 10h; Inert atmosphere;

DOI:10.1039/c2cc30840a

upstream raw materials:

dimethyl diazomalonate

acetaldehyde

Downstream raw materials:

acetylamino-piperidinomethyl-malonic acid dimethyl ester

acetylamino-(benzoylamino-methyl)-malonic acid dimethyl ester

acetylamino-(2,6-dioxo-cyclohexylmethyl)-malonic acid dimethyl ester

acetylamino-(4,4-dimethyl-2,6-dioxo-cyclohexylmethyl)-malonic acid diethyl ester

Refernces