2,4-Dichlorobenzothiazole
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2,4-Dichlorobenzothiazole
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CAS No:
3622-30-8
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Formula:
C7H3Cl2NS
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Chemical Name:
2,4-Dichlorobenzothiazole
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Synonyms:
Benzothiazole,2,4-dichloro-;2,4-Dichlorobenzothiazole;2,4-Dichloro-1,3-benzothiazole;2,4-Dichlorobenzo[d]thiazole
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CAS No:
2,4-Dichlorobenzothiazole Use and Manufacturing
Step B: To a mixture of 4-chlorobenzo[d]thiazol-2-amine (4.78 g, 25.8 mmol) and copper(II) chloride (4.16 g, 31 mmol) in CHStep B: Step B: To a mixture of 4-chlorobenzo[d]thiazol-2-amine (4.78 g, 25.8 mmol) and copper(II) chloride (4.16 g, 31 mmol) in CH3CN (25 mL) was added t-butyl nitrite (4.61 mL, 38.8 mmol) at room temperature. The reaction mixture was heated at 60 °C for 30 min, then the solvent was removed from the mixture. The residue was suspended in water, collected by filtration and dried to give 2, 4-dichlorobenzo[d]thiazole. (5.3 g, 81percent). MS m/z 205.9 [M+H]+.Step B: To a mixture of 4-chlorobenzo[d]thiazol-2-amine (4.78 g, 25.8 mmol) and copper(II) chloride (4.16 g, 31 mmol) in CH3CN (25 mL) was added t-butyl nitrite (4.61 mL, 38.8 mmol) at room temperature. The reaction mixture was heated at 60° C. for 30 min, then the solvent was removed from the mixture. The residue was suspended in water, collected by filtration and dried to give 2, 4-dichlorobenzo[d]thiazole. (5.3 g, 81percent). MS m/z 205.9 [M+H]+.General procedure: Method A:41 To a round bottom flask was added tryptoline (21mg, 0.100mmol), 2-chlorobenzothiazole (31mg, 0.150mmol), K2CO3 (70mg, 0.500mmol) and DMF (2.0mL), and the reaction mixture was stirred for 12h at 110C. After the reaction was then cooled to room temperature, ethyl acetate (10mL) and H2O (10mL) were added into the mixture, and the aqueous layer was extracted with 2×10mL ethyl acetate. The organic layer then was combined and washed with brine, and dried over Na2SO4. The solvents were removed under vacuum, and the residue was purified by flash chromatography on silica gel using ethyl acetate/hexane as eluent.
Computed Properties
Molecular Weight:204.08
XLogP3:4
Hydrogen Bond Acceptor Count:2
Exact Mass:202.9363257
Monoisotopic Mass:202.9363257
Topological Polar Surface Area:41.1
Heavy Atom Count:11
Complexity:155
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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