2-Chloro-N-methyl-3-oxobutanamide

Base Information

• Chemical Name: 2-Chloro-N-methyl-3-oxobutanamide
• CAS No.: 4116-10-3
• Molecular Formula: C5H8 Cl N O2
• Molecular Weight: 149.577
• Hs Code.: 2924199090
• European Community (EC) Number: 223-907-5
• DSSTox Substance ID: DTXSID70884036
• Nikkaji Number: J43.147H
• Mol file: 4116-10-3.mol

Synonyms:2-CHLORO-N-METHYL-3-OXOBUTANAMIDE;4116-10-3;2-Chloro-N-methylacetoacetamide;N-Methyl-2-chloroacetoacetamide;2-Chloro-N-methyl-3-oxobutyramide;Butanamide, 2-chloro-N-methyl-3-oxo-;BRN 2075916;Acetoacetamide, 2-chloro-N-ethyl-;EINECS 223-907-5;alpha-Chloroacetoacetic acid monoethylamide;alpha-Chloracetessigsaeureaethylamid [German];SCHEMBL2446904;a-chloro-N-methyl-acetoacetamide;DTXSID70884036;N-methyl-alpha-chloracetoacetamide;alpha-Chloracetessigsaeureaethylamid;STL303738;AKOS000271136;AKOS016040107;CS-0117007;EN300-20255;W-109146

Chemical Property of 2-Chloro-N-methyl-3-oxobutanamide

Chemical Property:

• Vapor Pressure: 0.00304mmHg at 25°C
• Melting Point: 78-80 °C
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 284.1°Cat760mmHg
• PKA: 10.01±0.46(Predicted)
• Flash Point: 125.6°C
• PSA: 46.17000
• Density: 1.188g/cm³
• LogP: 0.31970
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 149.0243562
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

99%, ^*data from raw suppliers

2-Chloro-N-methyl-3-oxo-butanamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 22-24-37/38-41-43
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(C(=O)NC)Cl
• Uses: 2-Chloro-N-methyl-3-oxo-butanamide is used in the preparation of piperidinylmethyl (thiazolyl)phenylcarbamates which are useful as M3 muscarinic acetylcholine receptor antagonists for the treatment of chronic obstructive lung diseases, chronic bronchitis, asthma, and other disease.

Technology Process of 2-Chloro-N-methyl-3-oxobutanamide

There total 3 articles about 2-Chloro-N-methyl-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: 83.6%

4-chloroacetoacetyl chloride (41295-64-1) + methylamine (74-89-5) → α-chloro-N-methylacetoacetamide (4116-10-3)

Guidance literature:

In dichloromethane;

Reference yield:

N-methylacetoacetamide (20306-75-6) → α-chloro-N-methylacetoacetamide (4116-10-3)

Guidance literature:

With sulfuryl dichloride; In toluene; at 20 ℃; for 4h;

DOI:10.1080/10426507.2016.1138309

Reference yield:

→ α-chloro-N-methylacetoacetamide (4116-10-3)

Guidance literature:

Acetoessigsaeure-methylamid in Hexan, CH2Cl2, SOCl2;

upstream raw materials:

4-chloroacetoacetyl chloride

methylamine

N-methylacetoacetamide

Downstream raw materials:

(E)-2-Chloro-3-phenylamino-but-2-enoic acid methylamide

N-methylacetoacetamide

(E)-3-Benzylamino-2-chloro-but-2-enoic acid methylamide

(E)-2-Chloro-3-(2-hydroxy-phenylamino)-but-2-enoic acid methylamide

Refernces

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