| Identification | Back Directory | [Name]
6-Methyl-2-mercaptobenzothiazole | [CAS]
2268-79-3 | [Synonyms]
6-Methyl-2-benzothiazolethiol
6-Methylbenzo[d]thiazole-2-thiol
2-Mercapto-6-methylbenzothiazole
6-Methyl-2-mercaptobenzothiazole
6-Methyl-2(3H)-benzothiazolethione
6-methyl-3H-1,3-benzothiazole-2-thione
2(3H)-Benzothiazolethione,6-methyl-(9CI) | [Molecular Formula]
C8H7NS2 | [MDL Number]
MFCD07774732 | [MOL File]
2268-79-3.mol | [Molecular Weight]
181.28 |
| Chemical Properties | Back Directory | [Melting point ]
183 °C | [Boiling point ]
323 °C | [density ]
1.39 | [Fp ]
149 °C | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
9.92±0.20(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Synthesis]
2-Iodo-4-methylaniline (2 mmol), carbon disulfide (10 mmol), sodium sulfide (4 mmol), and N,N-dimethylformamide (2 mL) were added to a 50 mL sealed tube at room temperature and protected by argon and sealed by three times of argon displacement. The reaction mixture was stirred electromagnetically at 110 °C for 12 h. The reaction progress was monitored by thin layer chromatography (TLC) on silica gel plates. After completion of the reaction, the mixture was cooled to room temperature, 3 mol/L hydrochloric acid (2 mL) was added and stirred for 30 min. Subsequently, the reaction mixture was extracted with dichloromethane (3 x 20 mL). The organic phases were combined, dried with anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography with the eluent being a mixed petroleum ether/ethyl acetate solvent to afford the target product 6-methylbenzo[d]thiazole-2-thiol. | [References]
[1] Synthetic Communications, 2017, vol. 47, # 20, p. 1916 - 1925
[2] Organic Letters, 2011, vol. 13, # 12, p. 3202 - 3205
[3] Patent: CN104098529, 2016, B. Location in patent: Paragraph 0047-0048 |
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