Thiazole, 4-ethyl-4,5-dihydro-2-phenyl-, (R)-

Base Information

• Chemical Name: Thiazole, 4-ethyl-4,5-dihydro-2-phenyl-, (R)-
• CAS No.: 158554-98-4
• Molecular Formula: C11H13NS
• Molecular Weight: 191.297
• DSSTox Substance ID: DTXSID10454631
• Nikkaji Number: J823.917G
• Wikidata: Q82276271
• Mol file: 158554-98-4.mol

Synonyms:158554-98-4;Thiazole, 4-ethyl-4,5-dihydro-2-phenyl-, (R)-;DTXSID10454631;(R)-2-Phenyl-4-ethyl-2-thiazoline

Chemical Property of Thiazole, 4-ethyl-4,5-dihydro-2-phenyl-, (R)-

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 191.07687059
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CSC(=N1)C2=CC=CC=C2
• Isomeric SMILES: CC[C@@H]1CSC(=N1)C2=CC=CC=C2

Technology Process of Thiazole, 4-ethyl-4,5-dihydro-2-phenyl-, (R)-

There total 3 articles about Thiazole, 4-ethyl-4,5-dihydro-2-phenyl-, (R)- 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%

(R)-N-(1-hydroxybutan-2-yl)benzamide (87069-72-5) → (4R)-4-ethyl-2-phenyl-4,5-dihydro-1,3-thiazole (158554-98-4)

Guidance literature:

With tetraphosphorus decasulfide; In dichloromethane; for 40h; Heating;

Reference yield: 13.0%

(R)-3-Benzyl-4-ethyl-1,1-dioxo-1λ6-thiazolidin-2-one (158554-95-1) → 1-butylene (106-98-9,9003-28-5) + 1,3-dibenzylurea (1466-67-7) + N-benzylidene benzylamine (780-25-6) + benzonitrile (100-47-0) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + (4R)-4-ethyl-2-phenyl-4,5-dihydro-1,3-thiazole (158554-98-4)

Guidance literature:

at 650 ℃; for 2.77778E-06h; under 0.001 - 0.002 Torr; Product distribution; other products of flash vacuum pyrolysis;

Reference yield:

benzoyl chloride (98-88-4) → (4R)-4-ethyl-2-phenyl-4,5-dihydro-1,3-thiazole (158554-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NEt₃ / CH₂Cl₂ / 20 h / Ambient temperature

2: 96 percent / P₂S₅ / CH₂Cl₂ / 40 h / Heating

With tetraphosphorus decasulfide; triethylamine; In dichloromethane;

upstream raw materials:

(R)-N-(1-hydroxybutan-2-yl)benzamide

(R)-3-Benzyl-4-ethyl-1,1-dioxo-1λ⁶-thiazolidin-2-one

benzoyl chloride

Downstream raw materials:

benzonitrile

(4R)-4-ethyl-2-phenyl-4,5-dihydro-1λ⁶,3-thiazole 1,1-dioxide

4-ethyl-2-phenylthiazole

Refernces

• 1、 Aitken, R. Alan,Armstrong, David P.,Galt, Ronald H. B.,Mesher, Shaun T. E.. "Synthesis and pyrolytic behaviour of thiazolidin-2-one 1,1-dioxides". . p. 2139 - 2145. Retrieved 2007/10/03.