| Identification | Back Directory |  [Name]
  2(3H)-Benzothiazolethione,7-chloro-(9CI) |  [CAS]
  1849-73-6 |  [Synonyms]
  7-Chloro-2-mercaptobenzothiazole 7-Chlorobenzo[d]thiazole-2-thiol 2-Mercapto-7-chlorobenzothiazole 7-Chloro-2(3H)-benzothiazolethione 7-Chloro-1,3-benzothiazole-2-thiol 7-Chloro-3H-benzothiazole-2-thione 2(3H)-Benzothiazolethione, 7-chloro 7-chlorobenzo[d]thiazole-2(3H)-thione 7-chloro-3H-1,3-benzothiazole-2-thione 2(3H)-Benzothiazolethione,7-chloro-(9CI) 7-chloro-2,3-dihydro-1,3-benzothiazole-2-thione |  [Molecular Formula]
  C7H4ClNS2 |  [MDL Number]
  MFCD11656576 |  [MOL File]
  1849-73-6.mol |  [Molecular Weight]
  201.7 |  
 | Chemical Properties | Back Directory |  [Melting point ]
  245-247 °C |  [Boiling point ]
  326.2±44.0 °C(Predicted) |  [density ]
  1.60±0.1 g/cm3(Predicted) |  [storage temp. ]
  Sealed in dry,Room Temperature |  [form ]
  solid |  [pka]
  8.86±0.20(Predicted) |  [Appearance]
  White to off-white Solid |  
 | Hazard Information | Back Directory |  [Uses]
  7-Chlorobenzo[d]thiazole-2(3H)-thione is a useful reactant for the chlorination of 2-?mercaptobenzothiazoles using sulfuryl chloride?/water. |  [Synthesis]
 
 General procedure for the synthesis of 7-chlorobenzo[d]thiazole-2(3H)-thione from 3-chloro-2-fluoroaniline and potassium ethylxanthate: 3-chloro-2-fluoroaniline (>3 g, 1.0 eq.) and potassium ethylxanthate (1.5-1.7 eq.) were added to a round bottom flask. The mixture was dissolved in N,N-dimethylformamide (DMF, 10 v/v), heated to 120-130 °C, and the reaction was carried out until 3-chloro-2-fluoroaniline was completely consumed (monitored by TLC, reaction time 3-14 h). After completion of the reaction, the reaction mixture was cooled to room temperature and filtered. The filtrate was diluted with deionized water (50 v/v) and the pH was adjusted to 1-2 with 2M aqueous hydrochloric acid.The precipitated solid was collected by filtration, washed with deionized water and dried to give 7-chlorobenzo[d]thiazole-2(3H)-thione in pure form.  |  [References]
  [1] Synthesis (Germany),  2018,  vol. 50,  # 10,  p. 2027 - 2032 |  
  
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