ChemicalBook--->CAS DataBase List--->1849-73-6

1849-73-6

1849-73-6 Structure

1849-73-6 Structure
IdentificationBack 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 PropertiesBack 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
[InChI]

1S/C7H4ClNS2/c8-4-2-1-3-5-6(4)11-7(10)9-5/h1-3H,(H,9,10)
[InChIKey]

VPDPFMGWDPYVEK-UHFFFAOYSA-N
[SMILES]

Sc1nc2cccc(Cl)c2s1
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[WGK Germany ]

WGK 3
[HS Code ]

2934208090
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Hazard InformationBack Directory
[Uses]

7-Chlorobenzo[d]thiazole-2(3H)-thione is a useful reactant for the chlorination of 2-?mercaptobenzothiazoles using sulfuryl chloride?/water.
[Synthesis]

3-Chloro-2-fluoroaniline

2106-04-9

Potassium ethylxanthate

140-89-6

2(3H)-Benzothiazolethione,7-chloro-(9CI)

1849-73-6

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
Spectrum DetailBack Directory
[Spectrum Detail]

2(3H)-Benzothiazolethione,7-chloro-(9CI)(1849-73-6)1HNMR
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