Ethyl 4-hydroxy-2-methylthiophene-3-carboxylate

Base Information

• Chemical Name: Ethyl 4-hydroxy-2-methylthiophene-3-carboxylate
• CAS No.: 2158-82-9
• Molecular Formula: C8H10 O3 S
• Molecular Weight: 186.2282
• Hs Code.: 2934999090
• NSC Number: 170617
• DSSTox Substance ID: DTXSID40305384
• Nikkaji Number: J103.739K
• Wikidata: Q82052011
• Mol file: 2158-82-9.mol

Synonyms:ethyl 4-hydroxy-2-methylthiophene-3-carboxylate;2158-82-9;Ethyl 4-hydroxy-2-methyl-3-thiophenecarboxylate;NSC170617;SCHEMBL10714962;DTXSID40305384;3-Thiophenecarboxylic acid, 4-hydroxy-2-methyl-, ethyl ester;MFCD01902189;STK279692;AKOS000282326;CCG-125011;NSC-170617;2-methyl-3-carbethoxy-4-hydroxythiophene;CS-0323991;ethyl4-hydroxy-2-methylthiophene-3-carboxylate;EN300-7366674;AG-219/04450034;Ethyl 4-hydroxy-2-methyl-3-thiophenecarboxylate #

Chemical Property of Ethyl 4-hydroxy-2-methylthiophene-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.0134mmHg at 25°C
• Boiling Point: 250.7°Cat760mmHg
• Flash Point: 105.4°C
• PSA: 74.77000
• Density: 1.258g/cm³
• LogP: 1.93880
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 186.03506535
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99%min ^*data from raw suppliers

ethyl4-hydroxy-2-methylthiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(SC=C1O)C

Technology Process of Ethyl 4-hydroxy-2-methylthiophene-3-carboxylate

There total 3 articles about Ethyl 4-hydroxy-2-methylthiophene-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: 76.0%

(E)-ethyl 3-amino-2-(2-chloroacetyl)but-2-enoate (78120-39-5) → 4-hydroxy-2-methyl-thiophene-3-carboxylic acid ethyl ester (2158-82-9)

Guidance literature:

With sodium hydrogen sulfide monohydrate; water; In ethanol; at 20 ℃; for 1.5h;

Reference yield:

ethyl aminocrotonate (626-34-6,7318-00-5,41867-20-3) → 4-hydroxy-2-methyl-thiophene-3-carboxylic acid ethyl ester (2158-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / tetrahydrofuran / 3 h / -20 - 20 °C

2: sodium hydrogen sulfide / water; ethanol / 3.5 h / 20 °C

With pyridine; sodium hydrogen sulfide; In tetrahydrofuran; ethanol; water;

Reference yield:

ethyl (E)-3-aminobut-2-enoate (41867-20-3) → 4-hydroxy-2-methyl-thiophene-3-carboxylic acid ethyl ester (2158-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / tetrahydrofuran / 3 h / -20 - 20 °C / 760.05 Torr

2.1: sodium hydrogen sulfide / ethanol / 3.5 h / 20 °C / 760.05 Torr

2.2: 0.5 h / 760.05 Torr

With pyridine; sodium hydrogen sulfide; In tetrahydrofuran; ethanol;

upstream raw materials:

ethyl (E)-3-aminobut-2-enoate

(E)-ethyl 3-amino-2-(2-chloroacetyl)but-2-enoate

ethyl aminocrotonate

Downstream raw materials:

4-Benzyl-2-methyl-4H-thieno[3,2-b]indole-3-carboxylic acid ethyl ester

ethyl 4-chloro-5-formyl-2-methylthiophene-3-carboxylate

2-Methyl-4-phenyl-4H-thieno[3,2-b]indole-3-carboxylic acid ethyl ester

3,4-bis(4-ethoxycarbonyl-3-hydroxy-5-methyl-2-thienyl)-1-(4-methoxyphenyl)-1H-pyrrol-2,5-dione

Refernces

• 1、 -. "HETEROCYCLIC COMPOUNDS AND USES THEREOF". . . Retrieved 2013/03/26.