All Photos(1)
Empirical Formula (Hill Notation):
C7H5BrN2S
CAS Number:
Molecular Weight:
229.10
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
solid
mp
213-217 °C (lit.)
SMILES string
Nc1nc2ccc(Br)cc2s1
InChI
1S/C7H5BrN2S/c8-4-1-2-5-6(3-4)11-7(9)10-5/h1-3H,(H2,9,10)
InChI key
VZEBSJIOUMDNLY-UHFFFAOYSA-N
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General description
Reaction of 4-bromoaniline with acetic acid and potassium thiocynate in solution of bromine in acetic acid yields 2-amino-6-bromobenzothiazole. 2-Amino-6-bromobenzothiazole can also be synthesized from 2-aminobenzothiazole via monobromination with silica-supported quinolinium tribromide.
Application
2-Amino-6-bromobenzothiazole may be used in the synthesis of the following
- 2-amino-6-arylbenzothiazole compounds:
- 6-p-tolylbenzo[d]thiazole-2-amine
- 6-(4chlorophenyl)benzo[d]thiazole-2-amine
- 6-(4-methoxyphenyl)benzo[d]thiazole-2-amine
- 6-(3,5-bis(triflouromethyl)phenyl)benzo[d]thiazole-2-amine
- 6-phenylbenzo[d]thiazole-2-amine
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Silica-supported quinolinium tribromide: a recoverable solid brominating reagent for regioselective monobromination of aromatic amines.
Li Z, et al.
Journal of the Brazilian Chemical Society, 21(3), 496-501 (2010)
Efficient synthesis of 2-amino-6-arylbenzothiazoles via Pd (0) Suzuki cross coupling reactions: potent urease enzyme inhibition and nitric oxide scavenging activities of the products.
Gull Y, et al.
Molecules (Basel), 18(8), 8845-8857 (2013)
Synthesis, cytostatic, and antitumor properties of new Rh (I) thiazole complexes.
Craciunescu, D. G., et al.
Biological trace element research, 8(4), 251-261 (1985)
Claire Bagnéris et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(23), 8428-8433 (2014-05-23)
Voltage-gated sodium channels are important targets for the development of pharmaceutical drugs, because mutations in different human sodium channel isoforms have causal relationships with a range of neurological and cardiovascular diseases. In this study, functional electrophysiological studies show that the
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