| Identification | More | [Name]
5-Chlorobenzooxazole-2-thiol | [CAS]
22876-19-3 | [Synonyms]
5-CHLORO-1,3-BENZOXAZOLE-2-THIOL
5-CHLORO-2-MERCAPTOBENZOXAZOLE
5-CHLOROBENZO[D]OXAZOLE-2-THIOL
5-chloro-2-mercapto-benzoxazol
5-Chlorobenzooxazole-2-thiol
5-Chloro-2-mercaptobenzoxazine
5-Chloro-2,3-dihydrobenzoxazole-2-thione
5-Chlorobenzoxazole-2(3H)-thione | [Molecular Formula]
C7H4ClNOS | [MDL Number]
MFCD00175241 | [Molecular Weight]
185.63 | [MOL File]
22876-19-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
280-285 °C(lit.) | [Boiling point ]
278.7±42.0 °C(Predicted) | [density ]
1.57±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [pka]
10.45±0.20(Predicted) | [Appearance]
Light yellow to brown Solid | [InChI]
1S/C7H4ClNOS/c8-4-1-2-6-5(3-4)9-7(11)10-6/h1-3H,(H,9,11) | [InChIKey]
BOBIZYYFYLLRAH-UHFFFAOYSA-N | [SMILES]
Sc1nc2cc(Cl)ccc2o1 | [CAS DataBase Reference]
22876-19-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
DM4760000
| [HazardClass ]
IRRITANT | [HS Code ]
2934999090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 | [Toxicity]
mouse,LD50,intraperitoneal,120mg/kg (120mg/kg),Medicinal Chemistry: A Series of Monographs. Vol. 4(1), Pg. 337, 1964. |
| Hazard Information | Back Directory | [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. | [General Description]
5-Chloro-2-mercaptobenzoxazole can be synthesized by reacting amino-4-chlorophenol, potassium hydroxide and carbon disulfide in ethanol. | [Synthesis]
Synthesis of compound 19: A mixture of potassium ethylxanthate (13.4 g, 84.0 mmol) and 4-chloro-2-aminophenol (10 g, 69.6 mmol) was dissolved in anhydrous ethanol (200 mL). The reaction mixture was stirred under reflux conditions overnight. After completion of the reaction, it was cooled to room temperature and the solvent was removed by evaporation under reduced pressure. The residue was dissolved in water (200 mL) and the pH was adjusted with acetic acid (HOAc) to 5. A solid product was precipitated, filtered and dried to afford 5-chloro-2-mercaptobenzoxazole (12.8 g, 99.1% yield). | [References]
[1] Patent: US2011/224269, 2011, A1. Location in patent: Page/Page column 21
[2] Patent: CN106478537, 2017, A. Location in patent: Paragraph 0025; 0026; 0037; 0038; 0048; 0049; 0062-0064
[3] Patent: US2016/168138, 2016, A1. Location in patent: Paragraph 0142-0143
[4] Patent: CN106632121, 2017, A. Location in patent: Paragraph 0031; 0032
[5] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 3, p. 907 - 911 |
|
|