5-Cinnamylidenerhodanine

Base Information

• Chemical Name: 5-Cinnamylidenerhodanine
• CAS No.: 15328-87-7
• Molecular Formula: C12H9 N O S2
• Molecular Weight: 247.342
• Hs Code.: 2934999090
• NSC Number: 43401
• Nikkaji Number: J2.856.999H
• Mol file: 15328-87-7.mol

Synonyms:5-Cinnamylidenerhodanine;15328-87-7;4-Thiazolidinone, 5-(3-phenyl-2-propenylidene)-2-thioxo-;(5E)-5-[(E)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-4-one;NSC 43401;NSC43401;5-(3-Phenyl-allylidene)-2-thioxo-thiazolidin-4-one;NSC-43401;STK575632;AKOS000271014;AKOS005500190;Z44301447;5-[(2E)-3-Phenylallylidene]-2-thioxothiazolidine-4-one;5-[(E,2E)-3-phenyl-2-propenylidene]-2-thioxo-1,3-thiazolan-4-one;(5E)-4-hydroxy-5-[(2E)-3-phenylprop-2-en-1-ylidene]-1,3-thiazole-2(5H)-thione

Chemical Property of 5-Cinnamylidenerhodanine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 86.49000
• Density: 1.37g/cm³
• LogP: 3.06040
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 247.01255626
• Heavy Atom Count: 16
• Complexity: 354

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC=C2C(=O)NC(=S)S2
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C=C/2\C(=O)NC(=S)S2

Technology Process of 5-Cinnamylidenerhodanine

There total 6 articles about 5-Cinnamylidenerhodanine 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: 100.0%

2-thioxo-4-thiazolidinone (141-84-4) + 3-phenyl-propenal (104-55-2) → 5-(3-phenyl-allylidene)-2-thioxo-thiazolidin-4-on e (15328-87-7)

Guidance literature:

With ammonium acetate; acetic acid; In toluene; Reflux;

DOI:10.1016/j.bmcl.2013.04.092

Reference yield: 98.0%

(E)-3-phenylpropenal (14371-10-9) + 2-thioxo-4-thiazolidinone (141-84-4) → 5-[(E)-3-phenylallylidene]-2-thioxothiazolidin-4-one (15328-87-7)

Guidance literature:

With (2-hydroxyethyl)ammonium formate; at 20 ℃; for 0.0166667h; neat (no solvent);

DOI:10.1139/V10-011

Reference yield:

(E)-3-phenylpropenal (14371-10-9) + 5-(1-methyl-3-oxo-butylidene)-2-thioxo-thiazolidin-4-one (19374-88-0) → 5-[(E)-3-phenylallylidene]-2-thioxothiazolidin-4-one (15328-87-7)

Guidance literature:

With sodium methylate; In methanol; Heating;

DOI:10.1007/BF00478078

upstream raw materials:

(E)-3-phenylpropenal

2-thioxo-4-thiazolidinone

3-phenyl-propenal

5-(1-methyl-3-oxo-butylidene)-2-thioxo-thiazolidin-4-one

Downstream raw materials:

5-trans-cinnamylidene-2-thioxo-3-xanthen-9-yl-thiazolidin-4-one

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