Ethyl 2-anilino-4-chloro-5-formylthiophene-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-anilino-4-chloro-5-formylthiophene-3-carboxylate
• CAS No.: 78267-24-0
• Molecular Formula: C₁₄H₁₂ClNO₃S
• Molecular Weight: 309.773
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50353316
• Wikidata: Q82130818
• Mol file: 78267-24-0.mol

Synonyms:78267-24-0;ethyl 4-chloro-5-formyl-2-(phenylamino)thiophene-3-carboxylate;ethyl 2-anilino-4-chloro-5-formyl-3-thiophenecarboxylate;ethyl 2-anilino-4-chloro-5-formylthiophene-3-carboxylate;Oprea1_471760;SCHEMBL15331123;DTXSID50353316;MFCD02181910;AKOS001019767;N-(2-(Phenylamino)phenyl)benzenesulfonamide;CS-0361561;FT-0680600;EN300-1611553;7W-0320;A865064;AG-826/25038005;J-520989;Z56813298

Chemical Property of Ethyl 2-anilino-4-chloro-5-formylthiophene-3-carboxylate

Chemical Property:

• Vapor Pressure: 2.82E-08mmHg at 25°C
• Melting Point: 118-120°C
• Boiling Point: 449.6°C at 760 mmHg
• Flash Point: 225.7°C
• PSA: 83.64000
• Density: 1.389g/cm³
• LogP: 4.20730
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 309.0226421
• Heavy Atom Count: 20
• Complexity: 349

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2-anilino-4-chloro-5-formyl-3-thiophenecarboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(SC(=C1Cl)C=O)NC2=CC=CC=C2

Technology Process of Ethyl 2-anilino-4-chloro-5-formylthiophene-3-carboxylate

There total 3 articles about Ethyl 2-anilino-4-chloro-5-formylthiophene-3-carboxylate 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: 78.0%

ethyl 2-(phenylamino)-4-oxo-4,5-dihydrothiophene-3-carboxylate (78267-15-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → ethyl 2-anilino-4-chloro-5-formylthiophen-3-carboxylate (78267-24-0)

Guidance literature:

With trichlorophosphate; In various solvent(s); for 16h; Ambient temperature;

DOI:10.1039/P19810001078

Reference yield:

ethyl (2-chloroaceto)acetate (638-07-3) → ethyl 2-anilino-4-chloro-5-formylthiophen-3-carboxylate (78267-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / NaH / 1,2-dimethoxy-ethane / 5 h

2: 78 percent / phosphorus oxychloride / various solvent(s) / 16 h / Ambient temperature

With sodium hydride; trichlorophosphate; In 1,2-dimethoxyethane;

DOI:10.1039/P19810001078

Reference yield:

phenyl isothiocyanate (103-72-0) → ethyl 2-anilino-4-chloro-5-formylthiophen-3-carboxylate (78267-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / NaH / 1,2-dimethoxy-ethane / 5 h

2: 78 percent / phosphorus oxychloride / various solvent(s) / 16 h / Ambient temperature

With sodium hydride; trichlorophosphate; In 1,2-dimethoxyethane;

DOI:10.1039/P19810001078

upstream raw materials:

ethyl 2-(phenylamino)-4-oxo-4,5-dihydrothiophene-3-carboxylate

N,N-dimethyl-formamide

ethyl (2-chloroaceto)acetate

phenyl isothiocyanate

Downstream raw materials:

ethyl 2-anilino-5-(5-anilino-4-ethoxycarbonyl-3-oxo-2,3-dihydro-2-thienylidenemethyl)-4-chlorothiophen-3-carboxylate

ethyl 2-anilino-4-chloro-5-dimethylhydrazonothiophen-3-carboxylate

ethyl 2-anilino-4-chloro-5-cyanothiophen-3-carboxylate

ethyl 2-anilino-4-chloro-5-(2,4-dinitrophenyl)hydrazonothiophen-3-carboxylate

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