5-PHENYLOXAZOLE-2-THIOL

Base Information

• Chemical Name: 5-PHENYLOXAZOLE-2-THIOL
• CAS No.: 16172-23-9
• Molecular Formula: C9H7 N O S
• Molecular Weight: 177.22298
• Hs Code.: 2934999090
• Mol file: 16172-23-9.mol

Synonyms:4-Oxazoline-2-thione,5-phenyl- (8CI); 2-Mercapto-5-phenyloxazole; 5-Phenyl-3H-oxazole-2-thione

Chemical Property of 5-PHENYLOXAZOLE-2-THIOL

Chemical Property:

• Melting Point: 232 °C
• Boiling Point: 281.6±43.0 °C(Predicted)
• PKA: 8.88±0.40(Predicted)
• PSA: 64.83000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 2.63030

Purity/Quality:

98%min ^*data from raw suppliers

5-phenyl-1,3-oxazole-2-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-PHENYLOXAZOLE-2-THIOL

There total 7 articles about 5-PHENYLOXAZOLE-2-THIOL 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: 82.0%

carbon disulfide (75-15-0,12122-00-8) + 2-azido-1-phenylethan-1-one (1816-88-2) → 5-phenyl-1,3-oxazole-2-thiol (16172-23-9)

Guidance literature:

With triphenylphosphine; In 1,4-dioxane; at 20 - 100 ℃; for 4.5h;

DOI:10.3987/COM-13-12778

Reference yield: 71.0%

benzaldehyde (100-52-7) + phenylthio(trimethylsilyl)methyl isothiocyanate (90985-86-7) → 5-phenyl-1,3-oxazole-2-thiol (16172-23-9)

Guidance literature:

With potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride; In acetonitrile; for 28h; Ambient temperature;

DOI:10.1039/P19840000435

Reference yield: 70.0%

carbon disulfide (75-15-0,12122-00-8) + 2-aminoacetophenone hydrochloride (5468-37-1) → 5-phenyl-1,3-oxazole-2-thiol (16172-23-9)

Guidance literature:

With sodium carbonate; In ethanol; at 80 ℃; for 18h;

DOI:10.1021/jm049538w

upstream raw materials:

5-hydroxy-5-phenyl-thiazolidine-2-thione

Phenacyl isothiocyanate

2-aminoacetophenone hydrochloride

benzaldehyde

Downstream raw materials:

2-(4-nitro-phenylsulfanyl)-5-phenyl-oxazole

2-methylsulfanyl-5-phenyloxazole

2-Chloro-5-phenyloxazole

3-methyl-5-phenyl-3H-oxazole-2-thione

Refernces

• 1、 Harris, Philip A.,Cheung, Mui,Hunter III, Robert N.,Brown, Matthew L.,Veal, James M.,Nolte, Robert T.,Wang, Liping,Liu, Wendy,Crosby, Renae M.,Johnson, Jennifer H.,Epperly, Andrea H.,Kumar, Rakesh,Luttrell, Deirdre K.,Stafford, Jeffrey A.. "Discovery and evaluation of 2-anilino-5-aryloxazoles as a novel class of VEGFR2 kinase inhibitors". . p. 1610 - 1619. Retrieved 2007/10/03.
• 2、 Bobosik, Vladimir,Piklerova, Anna,Martvon, Augustin. "SYNTHESIS AND STABILITY OF 2-OXOISOTHIOCYANATES". . p. 3421 - 3425. Retrieved 2007/10/02.