3-[(5E)-5-[(4-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]propanamide

Base Information

• Chemical Name: 3-[(5E)-5-[(4-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]propanamide
• CAS No.: 6049-83-8
• Molecular Formula: C₁₀H₁₆
• Molecular Weight: 136.237
• DSSTox Substance ID: DTXSID20417398
• Wikidata: Q82227281
• ChEMBL ID: CHEMBL1452846
• Mol file: 6049-83-8.mol

Synonyms:CID 5347077;SMR000193968;MLS000571950;3-[(5E)-5-[(4-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]propanamide;6049-83-8;3-[5-(4-methoxybenzylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]-N-{4-[(1,3-thiazol-2-ylamino)sulfonyl]phenyl}propanamide;MLS003905086;CHEMBL1452846;BDBM50205;cid_5347077;DTXSID20417398;CCG-3860;SMSF0012472;AKOS002348410;CB05768;BIM-0003947.P001;3-[(5E)-2,4-diketo-5-p-anisylidene-thiazolidin-3-yl]-N-[4-(thiazol-2-ylsulfamoyl)phenyl]propionamide;3-[(5E)-5-[(4-methoxyphenyl)methylidene]-2,4-bis(oxidanylidene)-1,3-thiazolidin-3-yl]-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]propanamide;3-[(5E)-5-[(4-methoxyphenyl)methylidene]-2,4-dioxo-3-thiazolidinyl]-N-[4-(2-thiazolylsulfamoyl)phenyl]propanamide

Chemical Property of 3-[(5E)-5-[(4-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]propanamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.552g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 9
• Exact Mass: 544.05449789
• Heavy Atom Count: 36
• Complexity: 953

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=C2C(=O)N(C(=O)S2)CCC(=O)NC3=CC=C(C=C3)S(=O)(=O)NC4=NC=CS4
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C/2\C(=O)N(C(=O)S2)CCC(=O)NC3=CC=C(C=C3)S(=O)(=O)NC4=NC=CS4

Technology Process of 3-[(5E)-5-[(4-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]propanamide

There total 8 articles about 3-[(5E)-5-[(4-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]propanamide 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: 1.1%

tricyclo[4.3.1.01,6]dec-3-ene (17048-59-8) → Tricyclo<4.3.1.01,6>decan (6049-83-8) + (3aR)-3a-Methyl-cis-hexahydro-indan (824-16-8,19744-98-0,42608-34-4) + octahydro-4a,8a-methano-naphthalene (6571-73-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 2,2,4-trimethylpentane; at 25 ℃; Product distribution; Thermodynamic data; -ΔH_H; other norcaradienes;

Reference yield:

10,10-dibromotricyclo[4.3.1]deca-3-ene (38749-47-2) → Tricyclo<4.3.1.01,6>decan (6049-83-8)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / ethyl acetate

2: Na, liq. NH₃ / diethyl ether

With ammonia; hydrogen; sodium; palladium on activated charcoal; In diethyl ether; ethyl acetate;

Reference yield:

2,3,4,7-tetrahydro-indene (7603-37-4) → Tricyclo<4.3.1.01,6>decan (6049-83-8)

Guidance literature:

Multi-step reaction with 3 steps

1: KOtBu

2: H₂ / Pd-C / ethyl acetate

3: Na, liq. NH₃ / diethyl ether

With potassium tert-butylate; ammonia; hydrogen; sodium; palladium on activated charcoal; In diethyl ether; ethyl acetate;

upstream raw materials:

<4.3.1>propellan-7-one

10,10-Dibromtricyclo<4,3,1,0^1,6>decan

diiodomethane

4,5,6,7-tetrahydroindane

Refernces

• 1、 Kropp, Paul J.,Pienta, Norbert J.,Sawyer, Joy A.,Polniaszek, Richard P.. "PHOTOCHEMISTRY OF ALKYL HALIDES - VII. CYCLOPROPANATION OF ALKENES". . p. 3229 - 3236. Retrieved 2007/10/02.