2-Chloro-N,N-dimethyl-3-oxobutanamide

Base Information

• Chemical Name: 2-Chloro-N,N-dimethyl-3-oxobutanamide
• CAS No.: 5810-11-7
• Molecular Formula: C6H10 Cl N O2
• Molecular Weight: 163.604
• European Community (EC) Number: 227-372-9
• UNII: KR213D4U0S
• DSSTox Substance ID: DTXSID1044489,DTXSID30275906
• Nikkaji Number: J218.069C
• Wikidata: Q27282389
• ChEMBL ID: CHEMBL3187440
• Mol file: 5810-11-7.mol

Synonyms:2-Chloro-N,N-dimethyl-3-oxobutanamide;5810-11-7;N,N-Dimethyl-2-chloroacetoacetamide;2-Chloro-N,N-dimethylacetoacetamide;2-Chloro-N,N-dimethyl-3-oxobutyramide;Butanamide, 2-chloro-N,N-dimethyl-3-oxo-;Dimethylchloroacetoacetamide;SD 5722;KR213D4U0S;DTXSID1044489;EINECS 227-372-9;5810-07-1;DISUCCINIMIDYLSEBACATE;UNII-KR213D4U0S;SCHEMBL2698323;CHEMBL3187440;DTXCID9024489;DTXSID30275906;Tox21_301984;AKOS000120066;AKOS022488548;NCGC00255804-01;LS-45424;CAS-5810-11-7;N,N-Dimethyl-2-chloroacetoacetamide, 96%;CS-0238935;FT-0691643;EN300-20272;ACETOACETAMIDE, 2-CHLORO-N,N-DIMETHYL-;E85336;EC 227-372-9;2-CHLOROACETOACETIC ACID N,N-DIMETHYLAMIDE;W-110056;Q27282389;F2190-0293;N,N-Dimethyl-2-chloroacetoacetamide, produced by Wacker Chemie AG, Burghausen, Germany, >=95% (GC)

Chemical Property of 2-Chloro-N,N-dimethyl-3-oxobutanamide

Chemical Property:

• Melting Point: 36 °C(lit.)
• Refractive Index: n20/D 1.484(lit.)
• Boiling Point: 95 °C0.7 mm Hg(lit.)
• Flash Point: 89°C
• PSA: 37.38000
• Density: 1.161g/cm³
• LogP: 0.27100
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 163.0400063
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

99.9% ^*data from raw suppliers

N,N-Dimethyl-2-chloroacetoacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison by skin contact. Moderately toxic by ingestion. A severe skin and eye irritant.
• Hazard Codes: Xn
• Statements: 22-38-40-41-43-52/53
• Safety Statements: 26-36/37/39-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C(C(=O)N(C)C)Cl
• Uses: Intermediate for synthesis. Contact N,N-Dimethyl-2-chloroacetoacetamide is a useful reagent in the synthesis of antiinflammatory 2-(3-pyridyl)thiazoles and other useful organic compounds.

Technology Process of 2-Chloro-N,N-dimethyl-3-oxobutanamide

There total 4 articles about 2-Chloro-N,N-dimethyl-3-oxobutanamide 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: 83.9%

→ 2-chloro-N,N-dimethylacetoacetamide (5810-11-7)

Guidance literature:

Reference yield:

N,N-Dimethylacetoacetamid (2044-64-6) → 2-chloro-N,N-dimethylacetoacetamide (5810-11-7)

Guidance literature:

N,N-Dimethylacetoacetamid; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

With methyl chlorosulfate; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.02.036

Reference yield:

Phosphonsaeure-<2-chlor-1-methyl-2-dimethylcarbamoyl-vinylester>-diisopropylester (15289-80-2) → 2-chloro-N,N-dimethylacetoacetamide (5810-11-7)

Guidance literature:

With toluene-4-sulfonic acid; at 150 ℃;

DOI:10.1021/jo01263a072

upstream raw materials:

N,N-Dimethylacetoacetamid

4-methyleneoxetan-2-one

diethylamine

Phosphonsaeure-<2-chlor-1-methyl-2-dimethylcarbamoyl-vinylester>-diisopropylester

Downstream raw materials:

phosphoric acid diethyl ester-(2-dimethylcarbamoyl-1-methyl-vinyl ester)

4-Methyl-2-phenylamino-thiazole-5-carboxylic acid dimethylamide

(Z)-2-dimethylamino-N-(4-fluorophenyl)-2-oxoethanehydrazonoyl chloride

(Z)-2-dimethylamino-2-oxo-N-phenylethanehydrazonoyl chloride

Refernces

• 1、 -. "Process for the produciton of 2-chloroacetoacetic acid amides". . . Retrieved 2008/06/13.