5-Benzylidene-3-methylrhodanine

Base Information

• Chemical Name: 5-Benzylidene-3-methylrhodanine
• CAS No.: 5178-04-1
• Molecular Formula: C11H9NOS2
• Molecular Weight: 235.331
• Wikidata: Q76324567
• Pharos Ligand ID: U6JULWGFFS1L
• ChEMBL ID: CHEMBL1823805
• Mol file: 5178-04-1.mol

Synonyms:BRN 0165085;5-Benzylidene-3-methylrhodanine;Rhodanine, 5-benzylidene-3-methyl-;CHEMBL1814650;CHEMBL1823805;BDBM50350498;AKOS000408246;LS-143534;SR-01000078545;SR-01000078545-1;5178-04-1

Chemical Property of 5-Benzylidene-3-methylrhodanine

Chemical Property:

• Vapor Pressure: 2.28E-05mmHg at 25°C
• Boiling Point: 360.1°C at 760 mmHg
• Flash Point: 171.6°C
• Density: 1.38g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 235.01255626
• Heavy Atom Count: 15
• Complexity: 319

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C(=CC2=CC=CC=C2)SC1=S
• Isomeric SMILES: CN1C(=O)/C(=C\C2=CC=CC=C2)/SC1=S

Technology Process of 5-Benzylidene-3-methylrhodanine

There total 15 articles about 5-Benzylidene-3-methylrhodanine 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: 96.0%

carbon disulfide (75-15-0,12122-00-8) + benzaldehyde (100-52-7) + chloroacetic acid ethyl ester (105-39-5) + methylamine (74-89-5) → (Z)-5-benzylidene-3-methyl-2-thioxothiazolidin-4-one (5178-04-1)

Guidance literature:

With 3-butyl-1-methylimidazolium acetate; In neat (no solvent); at 80 ℃; for 0.5h; Reagent/catalyst;

DOI:10.1002/jhet.1904

Reference yield: 82.0%

3-Methyl-2-thioxo-thiazolidin-4-on (4807-55-0) + benzaldehyde (100-52-7) → 3-methyl-5-benzylidenerhodanine (5178-04-1)

Guidance literature:

With aluminum oxide; potassium fluoride; In solid; for 0.0666667h; microwaves (350 W);

Reference yield:

5-benzylidene-2-thioxothiazolidin-4-one (3806-42-6,174813-24-2) + methyl phosphite (96-36-6,868-85-9) → 3-methyl-5-benzylidenerhodanine (5178-04-1)

Guidance literature:

With triethylamine; for 5h; Heating;

DOI:10.1007/BF00909577

upstream raw materials:

diazomethane

5-benzylidene-2-thioxothiazolidin-4-one

3-Methyl-2-thioxo-thiazolidin-4-on

benzaldehyde

Downstream raw materials:

3-methyl-5-[(Z)-phenylmethylidene]-1,3-thiazolidine-2,4-dione

5-Benzyliden-3-methyl-4-oxothiazolidin-2-thion-S-oxid

3-phenyl-2-sulfanylpropenoic acid

diethyl (3-methyl-2-thiono-4-thiazolidinon-5-yl) benzyl phosphonate

Refernces

• 1、 Aronova,Ginak. "Reaction of crystals of 5-benzylidenerhodanine and its diethylammonium salt with diazomethane". . p. 1605 - 1607. Retrieved 2007/10/03.
• 2、 Ginak, A. I.,Rubleva, O. G.,Dymshits, V. A.. "ALKYLATION OF CRYSTALLINE 5-BENZYLIDENERHODANINE WITH DIAZOMETHANE". . p. 1184. Retrieved 2007/10/02.