Ethyl 2-amino-4-(2-chlorophenyl)thiophene-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-amino-4-(2-chlorophenyl)thiophene-3-carboxylate
• CAS No.: 325724-66-1
• Molecular Formula: C13H12 Cl N O2 S
• Molecular Weight: 281.763
• DSSTox Substance ID: DTXSID90365817
• Wikidata: Q82150790
• Mol file: 325724-66-1.mol

Synonyms:ethyl 2-amino-4-(2-chlorophenyl)thiophene-3-carboxylate;325724-66-1;2-Amino-4-(2-chloro-phenyl)-thiophene-3-carboxylic acid ethyl ester;SCHEMBL689476;DTXSID90365817;BBL016147;MFCD01924157;STK348730;AKOS000115599;SB66993;AS-43177;FT-0716059;EN300-02107;J-018790;Z56771863;F9995-0583;2-amino-4-(2-chlorophenyl)-thiophene-3-carboxylic acid ethyl ester;2-amino-4-(2-chlorophenyl)thiophene-3-carboxylic acid ethyl ester

Chemical Property of Ethyl 2-amino-4-(2-chlorophenyl)thiophene-3-carboxylate

Chemical Property:

• Vapor Pressure: 1.13E-06mmHg at 25°C
• Melting Point: 71-73℃
• Refractive Index: 1.62
• Boiling Point: 402.1°C at 760 mmHg
• Flash Point: 197°C
• Density: 1.323g/cm³
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 281.0277275
• Heavy Atom Count: 18
• Complexity: 303

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2-amino-4-(2-chlorophenyl)thiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(SC=C1C2=CC=CC=C2Cl)N

Technology Process of Ethyl 2-amino-4-(2-chlorophenyl)thiophene-3-carboxylate

There total 3 articles about Ethyl 2-amino-4-(2-chlorophenyl)thiophene-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: 27.0%

1-(2-chlorophenyl)ethanone (2142-68-9) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-amino-4-(2-chlorophenyl)thiophene-3-carboxylate (325724-66-1)

Guidance literature:

1-(2-chlorophenyl)ethanone; ethyl 2-cyanoacetate; With morpholine; In toluene; at 120 ℃; for 10h;

With sulfur; In ethanol; toluene; at 70 ℃; for 10h;

DOI:10.1021/acs.jmedchem.6b01007

Reference yield: 27.0%

→ ethyl 2-amino-4-(2-chlorophenyl)thiophene-3-carboxylate (325724-66-1)

Guidance literature:

Reference yield:

morpholine (110-91-8,99108-56-2) + ethyl 3-(2-chlorophenyl)-2-cyanobut-2-enoate (88148-56-5) → ethyl 2-amino-4-(2-chlorophenyl)thiophene-3-carboxylate (325724-66-1)

Guidance literature:

With hydrogen sulfide; In ethanol; ethyl acetate; Petroleum ether;

upstream raw materials:

morpholine

ethyl 3-(2-chlorophenyl)-2-cyanobut-2-enoate

1-(2-chlorophenyl)ethanone

ethyl 2-cyanoacetate

Downstream raw materials:

4-(2-chlorophenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-thiophene-3-carboxylic acid ethyl ester

C₁₂H₇ClN₂OS

C₁₅H₁₁ClN₂O₃S

ethyl 5-(2-chlorophenyl)-4-oxo-3,4-dihydrothieno[2,3-d]-pyrimidine-2-carboxylate

Refernces

• 1、 Sasmal, Pradip K.,Jaleel, Mahaboobi,Rao, P. Tirumala,Munikumar,Bhattacharya, Megha,Kumar, Nutakki Ravi,Neelima, Poondla,Rawoof, Khaji Abdul,Rao, P. Narasimha,Abbineni, Chandrasekhar,Roshaiah,Sridhar,Kumar, Thammera Ranjith,Vinu, Menon C.A.,Potluri, Vijay,Misra, Parimal,Talwar, Rashmi,Das, Saibal Kumar. "Novel 4-oxothienopyrimidinyl propanoic acid derivatives as AMPactivated protein kinase (AMPK) activators". . p. 778 - 785. Retrieved 2014/07/07.
• 2、 -. "Pharmaceutically active compounds and methods of use". . . Retrieved 2008/06/13.