5-Methylbenzo[d]oxazole-2(3H)-thione

Base Information

• Chemical Name: 5-Methylbenzo[d]oxazole-2(3H)-thione
• CAS No.: 22876-22-8
• Molecular Formula: C8H7NOS
• Molecular Weight: 165.216
• Hs Code.: 2934999090
• European Community (EC) Number: 655-568-8
• DSSTox Substance ID: DTXSID60351803
• Nikkaji Number: J654.139I
• Wikidata: Q72488562
• ChEMBL ID: CHEMBL4848849
• Mol file: 22876-22-8.mol

Synonyms:22876-22-8;5-Methylbenzo[d]oxazole-2(3H)-thione;2-Mercapto-5-methylbenzoxazole;5-methyl-1,3-benzoxazole-2-thiol;5-METHYLBENZO[D]OXAZOLE-2-THIOL;5-methyl-3H-1,3-benzoxazole-2-thione;5-Methyl-2,3-dihydro-1,3-benzoxazole-2-thione;5-methyl-1,3-benzoxazole-2(3H)-thione;2(3H)-Benzoxazolethione, 5-methyl-;5-methyl-2-mercaptobenzoxazole;5-METHYL-BENZOOXAZOLE-2-THIOL;Maybridge1_007363;SCHEMBL135052;5-methyl-2-mercaptobenz-oxazole;CHEMBL4848849;HMS562G15;DTXSID60351803;SSWZUOXLFTXIEZ-UHFFFAOYSA-N;2-Mercapto-5-methylbenzo[d]oxazole;5-methyl-3H-benzooxazole-2-thione;MFCD00052492;STK701639;STK801725;AKOS001039806;AKOS005173574;AB45304;CS-W013240;FK-0705;AM803555;TS-02222;FT-0620604;EN300-77013;Z56864608

Chemical Property of 5-Methylbenzo[d]oxazole-2(3H)-thione

Chemical Property:

• Vapor Pressure: 0.0119mmHg at 25°C
• Melting Point: 223-225 °C
• Refractive Index: 1.682
• Boiling Point: 260.9 °C at 760 mmHg
• PKA: 11.26±0.20(Predicted)
• Flash Point: 111.6 °C
• PSA: 61.02000
• Density: 1.34 g/cm³
• LogP: 2.79880
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 165.02483502
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

5-Methyl-1,3-benzoxazole-2(3H)-thione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:对眼睛、呼吸道和皮肤有刺激作用。
• Hazard Codes: R36/37/38:对眼睛、呼吸道和皮肤有刺激作用。
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)OC(=S)N2

Technology Process of 5-Methylbenzo[d]oxazole-2(3H)-thione

There total 19 articles about 5-Methylbenzo[d]oxazole-2(3H)-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: 97.0%

potassium ethyl xanthogenate (140-89-6) + 3-amino-4-hydroxytoluene (95-84-1) → 4-methyl-1,3-benzoaxazolidine-2-thione (22876-22-8)

Guidance literature:

With pyridine; for 2h; Heating;

DOI:10.1021/jo952101z

Reference yield: 96.0%

potassium ethyl xanthogenate (140-89-6) + 3-amino-4-hydroxytoluene (95-84-1) → 5-methylbenzo[d]oxazole-2-thiol (22876-22-8)

Guidance literature:

potassium ethyl xanthogenate; 3-amino-4-hydroxytoluene; In ethanol; Reflux;

With acetic acid; In water; pH=5;

Reference yield: 92.4%

carbon disulfide (75-15-0,12122-00-8) + 3-amino-4-hydroxytoluene (95-84-1) → 5-methylbenzo[d]oxazole-2-thiol (22876-22-8)

Guidance literature:

With potassium hydroxide; In methanol; for 6h; Reflux;

DOI:10.14233/ajchem.2021.22964

upstream raw materials:

5-methylbenzo[d]oxazol-2(3H)-one

potassium ethyl xanthogenate

3-amino-4-hydroxytoluene

carbon disulfide

Downstream raw materials:

(5-methyl-benzooxazol-2-yl)-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine

5-methylbenzo[d]oxazol-2(3H)-one

Refernces

• 1、 Sever, Belgin,Akal?n ?ift?i, Gül?en,Alt?ntop, Mehlika Dilek. "A new series of benzoxazole-based SIRT1 modulators for targeted therapy of non-small-cell lung cancer". . . Retrieved 2020/09/21.
• 2、 Chen, Jin-Quan,Dong, Zhi-Bing,Guo, Jia. "Three-Component Synthesis of 2-Alkylthiobenzoazoles in Aqueous Media". . p. 1927 - 1933. Retrieved 2020/07/03.