3-Benzyl-1,3-thiazolidine-2-thione

Base Information

• Chemical Name: 3-Benzyl-1,3-thiazolidine-2-thione
• CAS No.: 3484-99-9
• Molecular Formula: C10H11 N S2
• Molecular Weight: 209.336
• NSC Number: 122647
• DSSTox Substance ID: DTXSID40298348
• Nikkaji Number: J3.282.782I
• Wikidata: Q82040107
• ChEMBL ID: CHEMBL394409

Synonyms:3-benzyl-1,3-thiazolidine-2-thione;MLS002707252;CHEMBL394409;3484-99-9;3-benzylthiazolidine-2-thione;NSC122647;N-benzylthiazolidine-2-thione;SCHEMBL10416940;DTXSID40298348;BDBM50201519;STL301457;AKOS022139840;NSC-122647;SMR001574646

Chemical Property of 3-Benzyl-1,3-thiazolidine-2-thione

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 209.03329170
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC(=S)N1CC2=CC=CC=C2

Technology Process of 3-Benzyl-1,3-thiazolidine-2-thione

There total 5 articles about 3-Benzyl-1,3-thiazolidine-2-thione 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: 88.0%

carbon disulfide (75-15-0,12122-00-8) + N-Benzylethanolamine (104-63-2) → 3-benzyl-1,3-thiazolidine-2-thione (3484-99-9)

Guidance literature:

With potassium hydroxide; In ethanol; at 90 ℃; for 18h;

DOI:10.1155/2018/8395374

Reference yield: 64.0%

thiazolidine-2-thione (134469-06-0) + benzyl bromide (100-39-0) → 2-benzylthio-Δ2-1,3-thiazoline (41834-62-2) + 3-benzyl-1,3-thiazolidine-2-thione (3484-99-9)

Guidance literature:

With sodium hydroxide; In ethanol; for 1.5h; Reflux;

DOI:10.1515/HC.2010.015

Reference yield:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + benzyl bromide (100-39-0) + 2-thiazolinyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside (744246-05-7) → 3-benzyl-1,3-thiazolidine-2-thione (3484-99-9) + methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1-6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (55094-26-3,61474-61-1,108739-68-0,108739-69-1,117894-96-9,117894-97-0,123806-49-5,123806-50-8,129832-16-2,130794-95-5,139403-38-6,144069-05-6,144069-06-7,151379-73-6,151379-74-7,56632-57-6) + methyl O-2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyll-α-D-glucopyranoside (56632-57-6,61474-61-1,108739-68-0,108739-69-1,117894-96-9,117894-97-0,123806-49-5,123806-50-8,129832-16-2,130794-95-5,139403-38-6,144069-05-6,144069-06-7,151379-73-6,151379-74-7,55094-26-3)

Guidance literature:

In 1,2-dichloro-ethane; at 55 ℃; for 24h; optical yield given as %de; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol802740b

upstream raw materials:

carbon disulfide

2-(benzylamino)ethyl hydrogen sulfate

N-Benzylethanolamine

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

Downstream raw materials:

3-benzyl-2-methylsulfanyl-4,5-dihydro-thiazolium; iodide

3-benzyl-1,1-dioxo-1λ⁶-thiazolidin-2-one

[(3-benzyl-1,3-thiazolidine-2-thione)AuPEt₃]Cl

[(3-benzyl-1,3-thiazolidine-2-thione)AuPPh₃]Cl

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