5-(Naphthylmethylene)-2-thioxo-1,3-thiazolidin-4-one

Base Information

• Chemical Name: 5-(Naphthylmethylene)-2-thioxo-1,3-thiazolidin-4-one
• CAS No.: 65562-51-8
• Molecular Formula: C₁₄H₉NOS₂
• Molecular Weight: 271.364
• Hs Code.: 2934999090
• NSC Number: 409050
• ChEMBL ID: CHEMBL457747
• Mol file: 65562-51-8.mol

Synonyms:CHEMBL457747;5-(naphthylmethylene)-2-thioxo-1,3-thiazolidin-4-one;(5Z)-5-(naphthalen-1-ylmethylidene)-2-sulfanylidene-1,3-thiazolidin-4-one;NSC409050;SCHEMBL1247506;BDBM50274894;AKOS001293885;AKOS003312581;NSC-409050;Z44301456;(Z)-5-(Naphthalen-1''-ylmethylene)-2-thioxothiazolidin-4-one;(Z)-5-(Naphthalen-1-ylmethylene)-2-thioxothiazolidin-4-one

Chemical Property of 5-(Naphthylmethylene)-2-thioxo-1,3-thiazolidin-4-one

Chemical Property:

• Vapor Pressure: 1.27E-08mmHg at 25°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 86.49000
• Density: 1.44g/cm³
• LogP: 3.65740
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 271.01255626
• Heavy Atom Count: 18
• Complexity: 405

Purity/Quality:

98%min ^*data from raw suppliers

5-(1-NAPHTHYLMETHYLENE)-2-THIOXO-1,3-THIAZOLIDIN-4-ONE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C=C3C(=O)NC(=S)S3
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC=C2/C=C\3/C(=O)NC(=S)S3

Technology Process of 5-(Naphthylmethylene)-2-thioxo-1,3-thiazolidin-4-one

There total 1 articles about 5-(Naphthylmethylene)-2-thioxo-1,3-thiazolidin-4-one 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: 77.16%

2-thioxo-4-thiazolidinone (141-84-4) + 1-naphthaldehyde (66-77-3) → 5-(1-naphthylidene)rhodanine (65562-51-8)

Guidance literature:

With sodium acetate; acetic acid; for 0.25h; Heating;

DOI:10.1021/jo062397g

Reference yield: 72.3%

5-(1-naphthylidene)rhodanine (65562-51-8) → 3-(1'-naphthyl)-2-thiopropenoic acid (88220-26-2)

Guidance literature:

With sodium hydroxide; In water; at 60 ℃; for 0.833333h; Cooling;

Reference yield:

5-(1-naphthylidene)rhodanine (65562-51-8) → β-Nsmoc-Phg-OH (931114-88-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 8.1 g / NaOH / H₂O / 0.67 h / 60 - 65 °C

2.1: 79.26 percent / iodine / dioxane / 24 h / 45 °C

3.1: 78.4 percent / H₂SO₄ / Heating

4.1: 87.5 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 3.5 h / Heating

5.1: 81.3 percent / monoperoxyphthalic acid magnesium salt hexahydrate / methanol; H₂O / 20 °C

6.1: 93.8 percent / CH₂Cl₂; tetrahydrofuran / -78 - 20 °C

7.1: chlorotrimethylsilane / CH₂Cl₂ / 1.5 h / Heating

7.2: 80.3 percent / ethyldiisopropylamine / CH₂Cl₂ / 3.5 h / 0 - 20 °C

With sodium hydroxide; lithium aluminium tetrahydride; chloro-trimethyl-silane; sulfuric acid; iodine; Monoperoxyphthalic acid, magnesium salt; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water;

DOI:10.1021/jo062397g

upstream raw materials:

2-thioxo-4-thiazolidinone

1-naphthaldehyde

Downstream raw materials:

β-Nsmoc-Phg-OH

β-Nsmoc-Phe-OH

β-Nsmoc-Phe-F

β-Nsmoc-Tyr(t-Bu)-F