4-Hydroxybenzooxazole-2(3H)-thione

Base Information

• Chemical Name: 4-Hydroxybenzooxazole-2(3H)-thione
• CAS No.: 73713-92-5
• Molecular Formula: C₇H₅NO₂S
• Molecular Weight: 167.188
• Hs Code.: 2934999090
• European Community (EC) Number: 848-993-7
• NSC Number: 77357
• UNII: 2MBI8Y7D07
• DSSTox Substance ID: DTXSID20224029
• Nikkaji Number: J67.915A
• ChEMBL ID: CHEMBL1724381
• Mol file: 73713-92-5.mol

Synonyms:4-Hydroxybenzooxazole-2(3H)-thione;73713-92-5;4-Hydroxybenzo[d]oxazole-2(3H)-thione;2-BENZOXAZOLETHIOL, 4-HYDROXY-;4-hydroxy-3H-1,3-benzoxazole-2-thione;4-Hydroxy-2-benzoxazolethiol;2(3H)-Benzoxazolethione, 4-hydroxy-;4-HYDROXY-2(3H)-BENZOXAZOLETHIONE;2-Mercaptobenzoxazol-4-ol;NSC 77357;BRN 0131755;MLS002694035;2MBI8Y7D07;CHEMBL1724381;WLN: T56 BN DOJ CSH IQ;4-Hydroxy-2,3-dihydro-1,3-benzoxazole-2-thione;MFCD16495908;NSC-77357;NSC77357;NCIOpen2_000930;UNII-2MBI8Y7D07;SCHEMBL846260;SCHEMBL9388206;DTXSID20224029;HMS3079N15;YCA71392;4-BENZOXAZOLOL, 2-MERCAPTO-;AC1962;BDBM50570901;CS-11192;LS-42224;SMR001559968;SY008400;CS-0257670;FT-0744384;EN300-6754285;Z3235037659

Chemical Property of 4-Hydroxybenzooxazole-2(3H)-thione

Chemical Property:

• Vapor Pressure: 0.00121mmHg at 25°C
• Boiling Point: 290.2°C at 760 mmHg
• Flash Point: 129.3°C
• PSA: 85.06000
• Density: 1.61g/cm³
• LogP: 1.82210
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 167.00409958
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

98%min ^*data from raw suppliers

4-Hydroxybenzooxazole-2(3H)-thione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=C1)OC(=S)N2)O

Technology Process of 4-Hydroxybenzooxazole-2(3H)-thione

There total 5 articles about 4-Hydroxybenzooxazole-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: 60.0%

2-aminoresorcinol (3163-15-3) + potassium ethyl xanthogenate (140-89-6) → 4-hydroxybenzo[d]oxazole-2(3H)-thione (73713-92-5)

Guidance literature:

In ethanol; for 3h; Reflux;

Reference yield:

2,6-dimethoxyaniline (2734-70-5) → 4-hydroxybenzo[d]oxazole-2(3H)-thione (73713-92-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: boron tribromide / dichloromethane / 72 h / -45 - 20 °C / Inert atmosphere

1.2: pH 5 - 6 / Inert atmosphere; Cooling with ice

2.1: ethanol / 3 h / Reflux

With boron tribromide; In ethanol; dichloromethane;

Reference yield:

2-aminoresorcinol (3163-15-3) → 4-hydroxybenzo[d]oxazole-2(3H)-thione (73713-92-5)

Guidance literature:

With methanol; carbon disulfide; potassium hydroxide;

DOI:10.1021/jo01370a010

upstream raw materials:

thiophosgene

2-aminoresorcinol

potassium ethyl xanthogenate

2,6-dimethoxyaniline

Refernces

• 1、 Yamazaki, Yukiyoshi,Abe, Kazutoyo,Toma, Tsutomu,Nishikawa, Masahiro,Ozawa, Hidefumi,Okuda, Ayumu,Araki, Takaaki,Oda, Soichi,Inoue, Keisuke,Shibuya, Kimiyuki,Staels, Bart,Fruchart, Jean-Charles. "Design and synthesis of highly potent and selective human peroxisome proliferator-activated receptor α agonists". . p. 4689 - 4693. Retrieved 2008/02/11.