3'-(4-Methoxyphenyl)spiro[3H-indole-3,2'-thiazolidine]-2,4'-(1H)-dione

Base Information

• Chemical Name: 3'-(4-Methoxyphenyl)spiro[3H-indole-3,2'-thiazolidine]-2,4'-(1H)-dione
• CAS No.: 59618-77-8
• Molecular Formula: C17H14N2O3S
• Molecular Weight: 326.37000
• DSSTox Substance ID: DTXSID20369727
• ChEMBL ID: CHEMBL1359372

Synonyms:59618-77-8;3'-(4-Methoxyphenyl)spiro[3H-indole-3,2'-thiazolidine]-2,4'-(1H)-dione;3-(4-methoxyphenyl)spiro[1,3-thiazolidine-2,3'-1H-indole]-2',4-dione;3'-(4-methoxyphenyl)-1,2-dihydrospiro[indole-3,2'-[1,3]thiazolidine]-2,4'-dione;3'-(4-methoxyphenyl)-4'H-spiro[indole-3,2'-[1,3]thiazolidine]-2,4'(1H)-dione;MLS000528729;HMS2327L15;CBMicro_008804;ChemDiv1_013005;Oprea1_227544;CHEMBL1359372;HMS623P03;DTXSID20369727;SMSF0010546;MFCD00110964;STK708275;AKOS000550464;4F-313S;CB11496;SMR000121204;BIM-0008747.P001;EU-0093608;SR-01000553876;SR-01000553876-1

Chemical Property of 3'-(4-Methoxyphenyl)spiro[3H-indole-3,2'-thiazolidine]-2,4'-(1H)-dione

Chemical Property:

• PSA: 87.43000
• LogP: 2.73020
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 326.07251349
• Heavy Atom Count: 23
• Complexity: 506

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N2C(=O)CSC23C4=CC=CC=C4NC3=O

Technology Process of 3'-(4-Methoxyphenyl)spiro[3H-indole-3,2'-thiazolidine]-2,4'-(1H)-dione

There total 5 articles about 3'-(4-Methoxyphenyl)spiro[3H-indole-3,2'-thiazolidine]-2,4'-(1H)-dione 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%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + 4-methoxy-aniline (104-94-9) + mercaptoacetic acid (68-11-1) → 3'-(4-methoxyphenyl)-spiro[3H-indole-3,2'-thiazolidine] 2,4'-(1H)-dione (59618-77-8)

Guidance literature:

With hypercrosslinked 1-aminopropyl-3-vinylimidazolium bromide based poly ionic liquid immobilized on vinyl functionalized Co₃O₄ nanoparticles; In water; at 25 ℃; for 0.1h; Sonication;

DOI:10.1039/d0ra08647a

Reference yield: 85.0%

mercaptoacetic acid (68-11-1) + 3-(4-methoxyphenylimino)-1,3-dihydroindol-2-one (29775-73-3,1287695-26-4,1369382-35-3) → 3'-(4-methoxyphenyl)-spiro[3H-indole-3,2'-thiazolidine] 2,4'-(1H)-dione (59618-77-8)

Guidance literature:

In water; for 5h; Reflux;

DOI:10.1007/s00706-011-0697-x

Reference yield:

4-methoxy-aniline (104-94-9) → 3'-(4-methoxyphenyl)-spiro[3H-indole-3,2'-thiazolidine] 2,4'-(1H)-dione (59618-77-8)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 2 h / Heating

2: toluene / 3 h / Heating

In toluene;

upstream raw materials:

1,3-dihydro-3-[(4-methoxyphenyl)imino]-2H-indol-2-one

mercaptoacetic acid

indole-2,3-dione

4-methoxy-aniline

Downstream raw materials:

3'-(4-methoxyphenyl)-spiro[3H-indole-3,2'-thiazolidine]-2,4'(1H)-dione-1-yl acetonitrile

C₁₉H₁₈N₄O₄S

C₂₁H₂₀N₂O₅S

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