171877-39-7

Basic information

• Product Name: (S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE
• Synonyms: 4-BENZYL-THIAZOLIDIN-2-ONE;(S)-(-)-BENZYL-1,3-THIAZOLIDINE-2-THIONE;(S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE;(S)-4-BENZYL-THIAZOLIDINE-2-THIONE;2-Thiazolidinethione, 4-(phenylmethyl)-, (4S)-;(4S)-4-Benzyl-1,3-thiazolidine-2-thione;(4S)-4-Benzyl-2-thioxo-1,3-thiazolidine, (4S)-4-(Phenylmethyl)-2-thioxo-1,3-thiazolidine;(S)-4-Benzylthiazolidine-2-thione, ee: 99%
• CAS NO: 171877-39-7
• Molecular Formula: C₁₀H₁₁NS₂
• Molecular Weight: 209.33
• Mol File: 171877-39-7.mol
• Article Data: 23

Chemical Properties

• Melting Point: 93-94℃
• Boiling Point: 328.397 °C at 760 mmHg
• Flash Point: 152.409 °C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.676
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 13.01±0.40(Predicted)
• CAS DataBase Reference: (S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE(171877-39-7)
• EPA Substance Registry System: (S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE(171877-39-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-23
• Hazardous Substances Data: 171877-39-7(Hazardous Substances Data)

Usage

Chemical Properties

Off-white crystalline

InChI:InChI=1/C10H11NS2/c12-10-11-9(7-13-10)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,12)/t9-/m0/s1

Upstream product

• 75-15-0 carbon disulfide 
• 73058-30-7 (2S)-2-benzylazacyclopropane 
• 263764-23-4 (S)-3-propanoyl-4-benzyl-1,3-thiazolidine-2-thione 
• 79-03-8 propionyl chloride 
• 103-80-0 phenylacetyl chloride 
• 140-89-6 potassium ethyl xanthogenate 
• 3182-95-4 L-Phenylalaninol 
• 13897-15-9 (4S)-4-benzyl-1,3-thiazolidine-2-thione 
• 1435665-43-2 C₁₄H₁₇NOS₂ 
• 1422347-03-2 (2Z,5E)-3-methylhepta-2,5-dienal 
• 790661-41-5 (S)-1-(4-benzyl-2-thioxothiazolidin-3-yl)ethan-1-one 
• 63-91-2 L-phenylalanine 
• 67-56-1 methanol 
• 131744-19-9 (4S)-4-benzyl-1,3-oxazolidine-2-thione 

Downstream Products

• 664997-39-1 1-((S)-4-Benzyl-2-thioxo-thiazolidin-3-yl)-3-(2-methyl-[1,3]dithiolan-2-yl)-propan-1-one 
• 126301-32-4 (S)-2-amino-3-phenylpropane-1-sulfonic acid 
• 1291101-88-6 C₁₉H₂₅NOS₂Si 
• 952487-49-9 (2R,3S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-3-hydroxy-2-methylpentan-1-one 
• 263764-23-4 (S)-3-propanoyl-4-benzyl-1,3-thiazolidine-2-thione 
• 182877-85-6 (4S)-4-benzyl-3-pivaloyl-1,3-thiazolidine-2-thione 
• 255828-88-7 2,2-dimethyl-thiopropionic acid S-(4-benzyl-4,5-dihydro-thiazol-2-yl) ester 
• 1430588-69-4 (S)-4-benzyl-N-acetyl-1,3-thiazolidine-2-thione 

Relevant articles and documents

Synthesis and application of N-3,5-dinitrobenzoyl and C3 symmetric diastereomeric chiral stationary phases

Three diastereomeric chiral compounds, namely, (R,R)-(+)-2-amino-1,2-diphenylethanol, (1S,2R)-(+)-2-amino-1,2-diphenylethanol, and (1R,2R)-(+)-1,2-diphenylethylenediamine were used as starting materials for preparing three N-3,5-dinitrobenzoyl derivative

Stereoselective Total Synthesis of (-)-(2 S,4 R)-3′-Methoxyl Citreochlorol: Preparation and Use of New Proline-Based Auxiliary for Asymmetric Acetate Aldol Reaction

The first stereoselective total synthesis of (-)-(2S,4R)-3′-methoxy citreochlorol and (-)-(2S,4S)-3′-methoxy citreochlorol is demonstrated. A proline-based imidazolidinone was synthesized and used as chiral auxiliary for asymmetric acetate aldol reaction to generate initial chirality in the targeted molecule. Geminal dichloromethane functionality was introduced by the addition of in situ generated dichloromethyllithium to Weinreb's amide functional group.

Synthesis and Fungicidal Activity of Simple Structural 1,3-Thiazolidine-2-Thione Derivatives

A series of simple structural 1,3-thiazolidine-2-thione derivatives with various substituents on the S-, N-, 4-, and 5-positions was synthesized with high yields from various vicinal amino alcohols via two steps and screened for their antifungal activity. Bioassay results reveal that some thiazolidine-2-thione derivatives show strong antifungal activities against P. capsici, G. zeae, S. sclerotiorum, A. alternata, B. cinerea, or R. solani. The SAR analysis indicates that N-acyl substituted and 4-alkyl substituents can enhance the antifungal activity. Notably, 4-isopropyl-N-propionylthiazoldine-2-thione shows excellent activity against B. cinerea and G. zeae with IC50 values at 3.7 g/mL and 6.5 g/mL, respectively, and 4-isobutyl-N-propionylthiazoldine-2-thione shows remarkable fungicidal activity against R. solani, S. sclerotiorum, and G. zeae with IC50 values at 1.0 g/mL, 12.1 g/mL, and 11.0 g/mL, respectively. GRAPHICAL ABSTRACT.