Ethyl naphtho[1,2-b]thiophene-2-carboxylate

Base Information

• Chemical Name: Ethyl naphtho[1,2-b]thiophene-2-carboxylate
• CAS No.: 51925-17-8
• Molecular Formula: C₁₅H₁₂O₂S
• Molecular Weight: 256.325
• DSSTox Substance ID: DTXSID20351263
• Wikidata: Q82127533
• ChEMBL ID: CHEMBL2219649
• Mol file: 51925-17-8.mol

Synonyms:ethyl naphtho[1,2-b]thiophene-2-carboxylate;51925-17-8;ethyl benzo[g][1]benzothiole-2-carboxylate;CHEMBL2219649;BDBM76378;cid_9549107;DTXSID20351263;CCG-249820;ethylnaphtho[1,2-b]thiophene-2-carboxylate;AA-516/25012033;hexanedioic acid;2-benzo[g][1]benzothiolecarboxylic acid ethyl ester;adipic acid;benzo[g]benzothiophene-2-carboxylic acid ethyl ester

Chemical Property of Ethyl naphtho[1,2-b]thiophene-2-carboxylate

Chemical Property:

• PSA: 54.54000
• LogP: 4.23120
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 256.05580079
• Heavy Atom Count: 18
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

Ethylnaphtho[1,2-b]thiophene-2-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(S1)C3=CC=CC=C3C=C2

Technology Process of Ethyl naphtho[1,2-b]thiophene-2-carboxylate

There total 5 articles about Ethyl naphtho[1,2-b]thiophene-2-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: 87.5%

4,5-dihydronaphthalene[1,2-b]thiophene-2-carboxylic acid ethyl ester (19397-74-1) → ethyl naphtho<1,2-b>thiophene-2-carboxylate (51925-17-8)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 0.75h; Heating;

DOI:10.1021/jo062397g

Reference yield:

1-chloro-2-formyl-3,4-dihydronaphthalene (3262-03-1) → ethyl naphtho<1,2-b>thiophene-2-carboxylate (51925-17-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 65.8 percent / EtONa / ethanol / Heating

2: 87.5 percent / N-bromosuccinimide; dibenzoyl peroxide / CCl₄ / 0.75 h / Heating

With N-Bromosuccinimide; sodium ethanolate; dibenzoyl peroxide; In tetrachloromethane; ethanol;

DOI:10.1021/jo062397g

Reference yield:

3,4-dihydronaphthalene-1(2H)-one (529-34-0) → ethyl naphtho<1,2-b>thiophene-2-carboxylate (51925-17-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 76.6 percent / phosphoryl trichloride / 2 h / 0 - 80 °C

2: 65.8 percent / EtONa / ethanol / Heating

3: 87.5 percent / N-bromosuccinimide; dibenzoyl peroxide / CCl₄ / 0.75 h / Heating

With N-Bromosuccinimide; sodium ethanolate; trichlorophosphate; dibenzoyl peroxide; In tetrachloromethane; ethanol;

DOI:10.1021/jo062397g

upstream raw materials:

4,5-dihydronaphthalene[1,2-b]thiophene-2-carboxylic acid ethyl ester

1-chloro-2-formyl-3,4-dihydronaphthalene

3,4-dihydronaphthalene-1(2H)-one

Downstream raw materials:

2-styrylnaphtho<1,2-b>thiophene

naphthalene[1,2-b]thiophene-2-carboxylic acid

α-Nsmoc-Gln(Trt)-OH

α-Nsmoc-Gln(Trt)-F