ChemicalBook > CAS DataBase List > (S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE

(S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE

Product Name: (S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE
CAS No.: 171877-39-7
Chemical Name: (S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE
Synonyms: 4-BENZYL-THIAZOLIDIN-2-ONE;(S)-4-Benzyl-2-thiazolidinethione;(S)-4-BENZYL-THIAZOLIDINE-2-THIONE;(S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE;(4S)-4-Benzyl-1,3-thiazolidine-2-thione;(S)-(-)-BENZYL-1,3-THIAZOLIDINE-2-THIONE;(S)-4-Benzylthiazolidine-2-thione;(S)-4-Benzylthiazolidine-2-thione,99%e.e.;(S)-4-Benzylthiazolidine-2-thione, ee: 99%;(S)-4-Benzylthiazolidine-2-thione >=95.0% (GC)
CBNumber: CB5247130
Molecular Formula: C10H11NS2
Formula Weight: 209.33
MOL File: 171877-39-7.mol

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(S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE Property

Melting point:: 93-94℃
Boiling point:: 328.4±25.0 °C(Predicted)
Density: 1.27±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
form: solid
pka: 13.01±0.40(Predicted)
color: Off-white
optical activity: [α]20/D -122±5°, c = 1% in chloroform
CAS DataBase Reference: 171877-39-7(CAS DataBase Reference)

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 20/21/22-36/37/38
Safety Statements: 26-36
WGK Germany: 3
F: 10-23
Hazard Note: Irritant
HS Code: 29341000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H300Fatal if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H317May cause an allergic skin reaction

H341Suspected of causing genetic defects

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P391Collect spillage. Hazardous to the aquatic environment

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 06357
Product name: (S)-4-Benzylthiazolidine-2-thione
Purity: ≥95.0% (GC)
Packaging: 1G-F
Price: $279
Updated: 2023/06/20

Sigma-Aldrich

Product number: 06357
Product name: (S)-4-Benzylthiazolidine-2-thione
Purity: ≥95.0% (GC)
Packaging: 5G-F
Price: $1330
Updated: 2023/06/20

Sigma-Aldrich

Product number: 06357
Product name: (S)-4-Benzylthiazolidine-2-thione
Purity: ≥95.0% (GC)
Packaging: 1g
Price: $279
Updated: 2023/01/07

Sigma-Aldrich

Product number: 06357
Product name: (S)-4-Benzylthiazolidine-2-thione
Purity: ≥95.0% (GC)
Packaging: 5G
Price: $1330
Updated: 2023/01/07

TRC

Product number: B300080
Product name: (S)-4-Benzylthiazolidine-2-thione
Packaging: 50mg
Price: $45
Updated: 2021/12/16

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(S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE Chemical Properties,Usage,Production

Chemical Properties

Off-white crystalline

Uses

Evans-Type Oxazolidinethione And Thiazolidinethione Auxiliaries

Synthesis

131744-19-9

171877-39-7

The general procedure for the synthesis of S-4-benzylthiazolidine-2-thione from the compound (CAS: 131744-19-9) is as follows: the crude oxazolidinethione was dissolved in carbon disulfide (CS2, 364.0 mL, 5.95 mol), followed by the addition of 1N aqueous potassium hydroxide (KOH) solution (5.95 L). The reaction mixture was heated to 100 °C and stirred at this temperature for 16 hours. After completion of the reaction, the mixture was cooled to room temperature and extracted with dichloromethane (CH2Cl2, 3 x 3 L). The organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and rinsed through a silica gel plug (800 g) with a 1:1 solvent mixture of hexane/ethyl acetate (EtOAc, 2 L). Subsequently, the crude product was concentrated by rotary evaporation. The crude product was further purified by fast chromatography using a gradient elution from hexane to 1:1 hexane/ethyl acetate to give S-4-benzylthiazoline-2-thione (S2, 201.5 g, 81% yield). Supporting information S2: Thin-layer chromatography (TLC, 1:1 hexane/EtOAc): Rf = 0.31; 1H NMR (CDCl3, 500 MHz) δ 8.36 (broad single peak, 1H), 7.32 (multiple peaks, 2H), 7.26 (multiple peaks, 1H), 7.18 (multiple peaks, 2H), 4.46 (double double peaks, J = 7.5, 15.0 Hz, 1H), 3.50 (double triple peak, J = 7.9, 11.5 Hz, 1H), 3.25 (double triple peak, J = 7.2, 11.5 Hz, 1H), 3.04 (multiple peaks, 1H), 2.93 (multiple peaks, 1H); 13C NMR (CDCl3, 125 MHz) δ 200.5, 135.7, 129.0, 128.9, 127.2, 65.1, 39.7, 37.8; Fourier Transform Infrared Spectroscopy (FTIR, thin film) vmax 3154, 1602, 1495, 1437, 1327, 1297, 1279, 1233, 1204, 1040, 1008, 957, 743 cm-1; High Resolution Electrospray Ionization Mass Spectrometry (HR- ESI-MS) m/z calculated value for C10H11NS2 [M]+: 209.0333, measured value 209.0342.

References

[1] Organic Letters, 2012, vol. 14, # 21, p. 5396 - 5399
[2] Patent: WO2013/148324, 2013, A1. Location in patent: Paragraph 0158-0159
[3] Journal of Organic Chemistry, 1995, vol. 60, # 20, p. 6604 - 6607
[4] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 14, p. 2139 - 2145

(S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE manufacturers

Career Henan Chemical Co

Product: (S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE 171877-39-7
Price: US $3.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100KG
Release date: 2020-02-05

171877-39-7, (S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONERelated Search:

(R)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE,(R)-(+)-BENZYL-1,3-THIAZOLIDINE-2-THIONE 3-BENZYLRHODANINE 4-Benzyl-1,3-thiazolidine-2-thione (S)-4-BENZYL-1,3-THIAZOLIDINE-2-THIONE 3-BENZYL-5-((2-[(4-METHYLPHENYL)SULFANYL]-5-NITROPHENYL)METHYLENE)-2-THIOXO-1,3-THIAZOLAN-4-ONE 3-BENZYL-5-[(4-METHOXY-3-NITROPHENYL)METHYLENE]-2-THIOXO-1,3-THIAZOLAN-4-ONE (5E)-3-BENZYL-5-(2,4-DIMETHOXYBENZYLIDENE)-2-THIOXO-1,3-THIAZOLIDIN-4-ONE 3-BENZYL-5-[1-(4-CHLORO-PHENYL)-METH-(Z)-YLIDENE]-2-THIOXO-THIAZOLIDIN-4-ONE (5E)-3-BENZYL-5-(2-CHLOROBENZYLIDENE)-2-THIOXO-1,3-THIAZOLIDIN-4-ONE SALOR-INT L202231-1EA (S)-4-BENZYL-3-PROPIONYL-1,3-THIAZOLIDINE-2-THIONE SALOR-INT L334804-1EA 3-BENZYL-5-([4-(CYCLOHEXYLSULFANYL)-3-NITROPHENYL]METHYLENE)-2-THIOXO-1,3-THIAZOLAN-4-ONE (5Z)-3-BENZYL-5-{[5-(2-NITROPHENYL)-2-FURYL]METHYLENE}-2-THIOXO-1,3-THIAZOLIDIN-4-ONE (5E)-3-BENZYL-5-[4-(DIMETHYLAMINO)BENZYLIDENE]-2-THIOXO-1,3-THIAZOLIDIN-4-ONE (5E)-3-BENZYL-5-(1H-INDOL-3-YLMETHYLENE)-2-THIOXO-1,3-THIAZOLIDIN-4-ONE (5E)-3-BENZYL-5-(4-METHOXYBENZYLIDENE)-2-THIOXO-1,3-THIAZOLIDIN-4-ONE SALOR-INT L334790-1EA

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%

(S)-4-Benzyl-2-thiazolidinethione

(S)-4-Benzylthiazolidine-2-thione,99%e.e.

(S)-4-Benzylthiazolidine-2-thione >=95.0% (GC)

(<i>S</i>)-4-Benzylthiazolidine-2-thione

171877-39-7

Oxazolidinone Derivatives

Asymmetric Synthesis

Chiral Auxiliaries