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5-BROMO-2-METHYLBENZOTHIAZOLE

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5-BROMO-2-METHYLBENZOTHIAZOLE manufacturers

5-BROMO-2-METHYLBENZOTHIAZOLE Basic information
Product Name:5-BROMO-2-METHYLBENZOTHIAZOLE
Synonyms:5-BroMo-2-Mehyl benzothiazole;5-BROMO-2-METHYLBENZOTHIAZOLE;2-METHYL-5-BROMOBENZOTHIAZOLE;Bromomethylbenzothiazole;5-Bromo-2-methybenzothiazole;5-Bromo-2-methyl-1,3-benzthiazole;5-BROMO-2-METHYLBENZ;5-Bromo-2-methyl-1,3-benzothiazole
CAS:63837-11-6
MF:C8H6BrNS
MW:228.11
EINECS:264-510-7
Product Categories:
Mol File:63837-11-6.mol
5-BROMO-2-METHYLBENZOTHIAZOLE Structure
5-BROMO-2-METHYLBENZOTHIAZOLE Chemical Properties
Melting point 79°C
Boiling point 170 °C / 10mmHg
density 1.644±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,2-8°C
pka1.14±0.10(Predicted)
form powder to crystal
color White to Orange to Green
InChIInChI=1S/C8H6BrNS/c1-5-10-7-4-6(9)2-3-8(7)11-5/h2-4H,1H3
InChIKeyOLQKNZNXLBILDD-UHFFFAOYSA-N
SMILESS1C2=CC=C(Br)C=C2N=C1C
CAS DataBase Reference63837-11-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-22
Safety Statements 26-36/37/39
WGK Germany 3
HS Code 2934208090
Storage Class13 - Non Combustible Solids
MSDS Information
5-BROMO-2-METHYLBENZOTHIAZOLE Usage And Synthesis
Chemical PropertiesLight yellow solid
Synthesis
5-AMINO-2-METHYLBENZOTHIAZOLE DIHYDROCHLORIDE

32770-99-3

5-BROMO-2-METHYLBENZOTHIAZOLE

63837-11-6

Step A: Sodium nitrite (0.9 g, 13 mmol) was added in batches to a suspension of 2-methyl-5-aminobenzothiazole dihydrochloride (2.0 g, 8 mmol) in hydrobromic acid (24 ml) at 0 °C. The resulting mixture was slowly added dropwise to a solution of copper (I) bromide (4.0 g, 14 mmol) in hydrobromic acid (50 ml) at 0°C. The reaction mixture was stirred continuously at 0 °C for 2 h before the reaction was terminated by the addition of water. The pH of the reaction mixture was adjusted to 9 with aqueous ammonium hydroxide and subsequently extracted with ethyl acetate. The organic layers were combined, dried with magnesium sulfate and purified by column chromatography (eluent ratio 9:1 heptane/ethyl acetate) to afford the target product 2-methyl-5-bromobenzothiazole (1.0 g, 52% yield, 82% GC purity). The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 8.12 (d, J=1.8 Hz, 1H), 8.02 (dd, J=8.4,1.5 Hz, 1H), 7.56 (dd, J=8.7,2.1 Hz, 1H), 2.81 (s, 3H).

References[1] Patent: US2006/52378, 2006, A1. Location in patent: Page/Page column 108
Tag:5-BROMO-2-METHYLBENZOTHIAZOLE(63837-11-6) Related Product Information
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