4-Bromo-benzothiazol-5-ylamine

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4-Bromo-benzothiazol-5-ylamine Basic information
Product Name:4-Bromo-benzothiazol-5-ylamine
Synonyms:5-AMINO-4-BROMO-BENZOTHIAZOLE;4-Bromo-1,3-benzothiazol-5-ylamine;5-Amino-4-bromo-1,3-benzothiazole;5-Benzothiazolamine, 4-bromo-;4-broMo-1,3-benzothiazol-5-aMine;4-BroMobenzo[d]thiazol-5-aMine;4-Bromo-benzothiazol-5-ylamine
CAS:769-19-7
MF:C7H5BrN2S
MW:229.1
EINECS:
Product Categories:
Mol File:769-19-7.mol
4-Bromo-benzothiazol-5-ylamine Structure
4-Bromo-benzothiazol-5-ylamine Chemical Properties
Melting point 115 °C
Boiling point 359.3±22.0 °C(Predicted)
density 1.836±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka0.50±0.10(Predicted)
AppearanceLight brown to gray Solid
Safety Information
Hazard Codes T
Risk Statements 25
Safety Statements 45
HS Code 2934208090
MSDS Information
4-Bromo-benzothiazol-5-ylamine Usage And Synthesis
Synthesis
1,3-BENZOTHIAZOL-5-AMINE

1123-93-9

4-BROMO-BENZOTHIAZOL-5-YLAMINE

769-19-7

The general procedure for the synthesis of 5-amino-4-bromobenzothiazole from 1,3-benzothiazol-5-amine is as follows: a solution of bromine (2.3 g, 14.4 mmol) in trichloromethane (10 mL) was slowly added dropwise to a solution of benzo[d]thiazol-5-amine (2.1 g, 14.0 mmol) in trichloromethane (100 mL) at 10 °C. The reaction mixture was stirred continuously for 1 hour at room temperature. Subsequently, the reaction mixture was alkalized with saturated aqueous sodium carbonate solution (100 mL) and extracted with dichloromethane (3 x 30 mL). After combining the organic layers, they were dried with anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography (eluent ratio ethyl acetate/petroleum ether = 1:4) to give a final yellow solid 5-amino-4-bromobenzothiazole (2.3 g). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 9.01 (s, 1H), 7.66 (d, 1H), 6.95 (d, 1H), 4.33 (s, 2H).

References[1] Journal of the Chemical Society, 1965, p. 2248 - 2250
[2] Patent: US2009/118295, 2009, A1. Location in patent: Page/Page column 23-24
[3] Patent: WO2013/142266, 2013, A1. Location in patent: Paragraph 00507
4-Bromo-benzothiazol-5-ylamine Preparation Products And Raw materials
Raw materials1,3-Benzothiazol-5-amine-->Chloroform
Tag:4-Bromo-benzothiazol-5-ylamine(769-19-7) Related Product Information
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