2-Chloroacetylamino-3-ethoxycarbonyl-4-methyl-5-thiopheneacetic acid ethyl ester

Base Information

• Chemical Name: 2-Chloroacetylamino-3-ethoxycarbonyl-4-methyl-5-thiopheneacetic acid ethyl ester
• CAS No.: 105522-79-0
• Molecular Formula: C₁₄H₁₈ClNO₅S
• Molecular Weight: 347.82
• DSSTox Substance ID: DTXSID40147180
• Wikidata: Q83012396
• Mol file: 105522-79-0.mol

Synonyms:2-Chloroacetylamino-3-ethoxycarbonyl-4-methyl-5-thiopheneacetic acid ethyl ester;105522-79-0;2-Thiopheneacetic acid, 4-carboxy-5-(2-chloroacetamido)-3-methyl-, diethyl ester;BRN 5600027;4-Carboxy-5-(2-chloroacetamido)-3-methyl-2-thiopheneacetic acid diethyl ester;2-Thiopheneacetic acid, 5-((chloroacetyl)amino)-4-(ethoxycarbonyl)-3-methyl-, ethyl ester;DTXSID40147180;AKOS000511465

Chemical Property of 2-Chloroacetylamino-3-ethoxycarbonyl-4-methyl-5-thiopheneacetic acid ethyl ester

Chemical Property:

• Vapor Pressure: 5.75E-10mmHg at 25°C
• Boiling Point: 495.7°C at 760 mmHg
• Flash Point: 253.6°C
• Density: 1.32g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 347.0594215
• Heavy Atom Count: 22
• Complexity: 420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=C(C(=C(S1)NC(=O)CCl)C(=O)OCC)C

Technology Process of 2-Chloroacetylamino-3-ethoxycarbonyl-4-methyl-5-thiopheneacetic acid ethyl ester

There total 2 articles about 2-Chloroacetylamino-3-ethoxycarbonyl-4-methyl-5-thiopheneacetic acid ethyl ester 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: 41.0%

Ethyl 2-amino-3-ethoxycarbonyl-4-methyl-5-thiopheneacetate + chloroacetyl chloride (79-04-9) → Ethyl 2-chloroacetylamino-3-ethoxycarbonyl-4-methyl-5-thiopheneacetate (105522-79-0)

Guidance literature:

In benzene; for 1h; Heating;

DOI:10.1007/BF00766872

Reference yield:

Ethyl 2-cyano-3-methyl-2-hexene-1,6-dicarboxylate (52567-30-3) → Ethyl 2-chloroacetylamino-3-ethoxycarbonyl-4-methyl-5-thiopheneacetate (105522-79-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 75.3 percent / sulfur, piperidine / ethanol / Heating

2: 41 percent / benzene / 1 h / Heating

With piperidine; sulfur; In ethanol; benzene;

DOI:10.1007/BF00766872

Reference yield: 39.0%

morpholine (110-91-8,99108-56-2) + Ethyl 2-chloroacetylamino-3-ethoxycarbonyl-4-methyl-5-thiopheneacetate (105522-79-0) → 2-Morpholinomethylcarbonylamino-3-ethoxycarbonyl-4-methyl-5-thiopheneacetic acid morpholide (105522-93-8)

Guidance literature:

for 1.5h; Heating;

DOI:10.1007/BF00766872

upstream raw materials:

chloroacetyl chloride

Ethyl 2-cyano-3-methyl-2-hexene-1,6-dicarboxylate

Downstream raw materials:

2-Morpholinomethylcarbonylamino-3-ethoxycarbonyl-4-methyl-5-thiopheneacetic acid morpholide

Refernces