5-Chloro-2-mercaptobenzoxazole

Base Information

• Chemical Name: 5-Chloro-2-mercaptobenzoxazole
• CAS No.: 22876-19-3
• Molecular Formula: C7H4ClNOS
• Molecular Weight: 185.634
• Hs Code.: 2934999090
• European Community (EC) Number: 626-312-2
• NSC Number: 26187
• DSSTox Substance ID: DTXSID10177419
• Nikkaji Number: J41.882J
• Wikidata: Q27456066
• ChEMBL ID: CHEMBL99703
• Mol file: 22876-19-3.mol

Synonyms:22876-19-3;5-Chloro-2-mercaptobenzoxazole;5-chloro-1,3-benzoxazole-2-thiol;5-chlorobenzo[d]oxazole-2-thiol;5-Chlorobenzo[d]oxazole-2(3H)-thione;5-Chlorobenzooxazole-2-thiol;5-chloro-3H-1,3-benzoxazole-2-thione;2(3H)-Benzoxazolethione, 5-chloro-;2-Mercapto-5-chlorobenzoxazole;5-chloro-benzooxazole-2-thiol;5-Chloro-2-thioxobenzoxazoline;2-Benzoxazolethiol, 5-chloro-;2-Benzoxazolinethione, 5-chloro-;BENZOXAZOLE, 5-CHLORO-2-MERCAPTO-;NSC 26187;CHEMBL99703;5-Chloranyl-3~{h}-1,3-Benzoxazole-2-Thione;5-CHLOROBENZOXAZOLE-2-THIOL;5VM;NSC26187;Maybridge1_007032;SCHEMBL777690;5-chloro-2-mercapto-benzoxazol;HMS561H14;DTXSID10177419;5-Chloro-2-mercaptobenzo[d]oxazole;5-Chloro-3H-benzooxazole-2-thione;BCP15804;CS-M1396;BBL025677;BDBM50290805;CCG-54507;MFCD00175241;MFCD03695889;NSC-26187;STK502094;5-Chloro-2-mercaptobenzoxazole, 97%;5-Chlorobenzo[d]oxazole-2(3H)thione;AKOS000116656;AKOS015912994;AB04398;DS-2753;5-Chloro-1,3-benzoxazole-2(3H)-thione;AM803553;BP-10021;LS-42165;BB 0240843;FT-0638260;EN300-04022;4B-098;5-chloro-2,3-dihydro-1,3-benzoxazole-2-thione;A816395;SR-01000643599-1;W-201953;Q27456066;Z56824483

Chemical Property of 5-Chloro-2-mercaptobenzoxazole

Chemical Property:

• Vapor Pressure: 0.0042mmHg at 25°C
• Melting Point: 280-285 °C(lit.)
• Refractive Index: 1.723
• Boiling Point: 278.699 °C at 760 mmHg
• PKA: 10.45±0.20(Predicted)
• Flash Point: 122.353 °C
• PSA: 64.83000
• Density: 1.577 g/cm³
• LogP: 2.76990
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 184.9702126
• Heavy Atom Count: 11
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

5-Chlorobenzo[d]oxazole-2(3H)-thione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)NC(=S)O2
• Uses: 5-Chloro-2-mercaptobenzoxazole may be used in the synthesis of 5-chloro-2-(4-methyl-1-piperazinyl)benzoxazole and 5-chloro-2-morpholin-4-yl-1,3-benzoxazole.

Technology Process of 5-Chloro-2-mercaptobenzoxazole

There total 18 articles about 5-Chloro-2-mercaptobenzoxazole 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: 99.1%

potassium ethyl xanthogenate (140-89-6) + 2-hydroxy-5-chloro-aniline (95-85-2) → 5-chloro-2-mercaptobenzoxazole (22876-19-3)

Guidance literature:

potassium ethyl xanthogenate; 2-hydroxy-5-chloro-aniline; In ethanol; Reflux;

With acetic acid; In water; pH=5;

Reference yield: 94.0%

potassium ethyl xanthogenate (140-89-6) + 2-hydroxy-5-chloro-aniline (95-85-2) → 5-chlorobenzo[d]oxazole-2(3H)-thione (22876-19-3)

Guidance literature:

With pyridine; for 2h; Heating;

DOI:10.1021/jo952101z

Reference yield: 92.0%

Thiram (137-26-8,93196-73-7) + 2-hydroxy-5-chloro-aniline (95-85-2) → 5-chloro-2-mercaptobenzoxazole (22876-19-3)

Guidance literature:

In water; at 80 ℃; Green chemistry;

DOI:10.1039/c7gc02311a

upstream raw materials:

thiophosgene

2-hydroxy-5-chloro-aniline

carbon disulfide

5-chloro-2-benzoxazolinone

Downstream raw materials:

5-chloro-2-(4,6-dichloro-[1,3,5]triazin-2-ylsulfanyl)-benzooxazole

5,5'-dichloro-2,2'-(6-chloro-[1,3,5]triazine-2,4-diylbissulfanyl)-bis-benzooxazole

5,5',5''-trichloro-2,2',2''-[1,3,5]triazine-2,4,6-triyltrissulfanyl-tris-benzooxazole

5-chloro-2-methylsulfanyl-benzooxazole

Refernces

• 1、 Ongarora, Dennis S.B.,Strydom, Natasha,Wicht, Kathryn,Njoroge, Mathew,Wiesner, Lubbe,Egan, Timothy J.,Wittlin, Sergio,Jurva, Ulrik,Masimirembwa, Collen M.,Chibale, Kelly. "Antimalarial benzoheterocyclic 4-aminoquinolines: Structure-activity relationship, in vivo evaluation, mechanistic and bioactivation studies". . p. 5419 - 5432. Retrieved 2015.
• 2、 Nesaragi, Aravind R.,Kamble, Ravindra R.,Dixit, Shruti,Kodasi, Barnabas,Hoolageri, Swati R.,Bayannavar, Praveen K.,Dasappa, Jagadeesh Prasad,Vootla, Shyamkumar,Joshi, Shrinivas D.,Kumbar, Vijay M.. "Green synthesis of therapeutically active 1,3,4-oxadiazoles as antioxidants, selective COX-2 inhibitors and their in silico studies". supporting information. . Retrieved 2021/06/09.
• 3、 Chen, Jin-Quan,Dong, Zhi-Bing,Guo, Jia. "Three-Component Synthesis of 2-Alkylthiobenzoazoles in Aqueous Media". . p. 1927 - 1933. Retrieved 2020/07/03.