(R)-4-PHENYL-1,3-THIAZOLIDINE-2-THIONE

Base Information

• Chemical Name: (R)-4-PHENYL-1,3-THIAZOLIDINE-2-THIONE
• CAS No.: 110199-18-3
• Molecular Formula: C9H9NS2
• Molecular Weight: 195.309
• Hs Code.: 2934999090
• Mol file: 110199-18-3.mol

Synonyms:2-Thiazolidinethione,4-phenyl-, (R)-;(R)-4-Phenylthiazolidine-2-thione;

Chemical Property of (R)-4-PHENYL-1,3-THIAZOLIDINE-2-THIONE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 128.0 to 130.0 °C
• Refractive Index: 1.7
• Boiling Point: 322.2 °C at 760 mmHg
• PKA: 12.28±0.40(Predicted)
• Flash Point: 148.662 °C
• PSA: 69.42000
• Density: 1.317 g/cm³
• LogP: 2.67780
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-4-Phenylthiazolidine-2-thione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Evans-Type Oxazolidinethione And Thiazolidinethione Auxiliaries

Technology Process of (R)-4-PHENYL-1,3-THIAZOLIDINE-2-THIONE

There total 10 articles about (R)-4-PHENYL-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: 85.0%

potassium ethyl xanthogenate (140-89-6) + (R)-4-phenyl-1,3-oxazolidine-2-thione (171877-37-5) → (4R)-4-phenyl-1,3-thiazolidine-2-thione (110199-18-3)

Guidance literature:

With sodium monohydrogen sulfide x-hydrate; In ethanol; at 100 ℃; for 24h; Autoclave; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0037-1612124

Reference yield: 85.0%

carbon disulfide (75-15-0,12122-00-8) + D-2-phenylglycinol (56613-80-0) → (4R)-4-phenyl-1,3-thiazolidine-2-thione (110199-18-3)

Guidance literature:

With potassium hydroxide; In ethanol; for 15h; Heating;

DOI:10.1016/S0040-4039(00)61598-8

Reference yield: 82.0%

D-2-phenylglycinol (56613-80-0) + potassium ethyl xanthogenate (140-89-6) → (4R)-4-phenyl-1,3-thiazolidine-2-thione (110199-18-3) + (R)-4-phenyl-1,3-oxazolidine-2-thione (171877-37-5)

Guidance literature:

In ethanol; at 100 ℃; for 24h; Solvent; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0037-1612124

upstream raw materials:

carbon disulfide

D-2-phenylglycinol

(R)-4-phenyl-1,3-oxazolidine-2-thione

(2R,3S)-3-hydroxy-3-(4-methoxyphenyl)-2-phenylselanyl-1-[(4R)-4-phenyl-2-thioxothiazolidin-3-yl]propan-1-one

Downstream raw materials:

2-phenylselanyl-1-[(4R)-4-phenyl-2-thioxothiazolidin-3-yl]ethanone

(R)-N-propionyl-4-phenylthiazolidine-2-thione

(S)-4-phenyl-N-propanoyl-1,3-thiazolidine-2-thione

(4R)-N-[(3S)-3-allyloxy-3-phenylpropanoyl]-4-phenyl-1,3-thiazolidine-2-thione

Refernces

• 1、 Ryoo, Jae Jeong,Yu, Jeong Jae. "Synthesis and application of N-3,5-dinitrobenzoyl and C3 symmetric diastereomeric chiral stationary phases". . . Retrieved 2022/01/20.
• 2、 Yang, Xing,Bumbu, Valentina D.,Liu, Peng,Li, Ximin,Jiang, Hui,Uffman, Eric W.,Guo, Lei,Zhang, Wei,Jiang, Xuntian,Houk,Birman, Vladimir B.. "Catalytic, enantioselective N-acylation of lactams and thiolactams using amidine-based catalysts". supporting information. p. 17605 - 17612. Retrieved 2013/01/15.