2-Amino-5-bromothiazole Chemical Properties

Melting point:

165 °C (dec.)(lit.)

Boiling point:

287.6±13.0 °C(Predicted)

Density 

1.976±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

form 

solid

pka

3.22±0.10(Predicted)

color 

White

InChI

InChI=1S/C3H3BrN2S/c4-2-1-6-3(5)7-2/h1H,(H2,5,6)

InChIKey

ARHCLXWELPFVFQ-UHFFFAOYSA-N

SMILES

S1C(Br)=CN=C1N

CAS DataBase Reference

3034-22-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36

Safety Statements 

26-36/37

RTECS 

XJ1262200

HS Code 

2934100090

2-Amino-5-bromothiazole Usage And Synthesis

Uses

2-Amino-5-bromothiazole is a type of aliphatic hydrocarbon that has been synthesized by Friedel-Crafts acylation. This chemical is used to neutralize typhimurium and can be used in the synthesis of other compounds. The functional theory on how 2-amino-5-bromothiazole works may be due to its ability to form nitro groups, which are highly reactive and cause depression in the reaction scheme. 2-Amino-5-bromothiazole is often used as a test organism for other organisms in order to measure their sensitivity to different types of chemicals. It has also been shown that it has an effect on hydrocarbons, which have been shown to have an effect on organisms such as bacteria.

Synthesis

General procedure for the synthesis of 2-amino-5-bromothiazole from 2-amino-5-bromothiazole hydrobromide: A suspension of 2-amino-5-bromothiazole hydrobromide (30.0 g, 116.35 mmol) and triethylamine (TEA, 24.1 mL, 174.53 mmol) in tetrahydrofuran (THF, 350 mL) was stirred for 6 hours at room temperature. Upon completion of the reaction, the resulting precipitate was removed by filtration and the filtrate was concentrated under reduced pressure to afford 2-amino-5-bromothiazole (17 g, 94.97 mmol). The resulting product could be used directly in the subsequent reaction without further purification.

References

[1] Patent: WO2015/52226, 2015, A1. Location in patent: Paragraph 0455
[2] Patent: WO2004/72066, 2004, A1. Location in patent: Page 33-34
[3] Patent: WO2007/2181, 2007, A2. Location in patent: Page/Page column 128-129
[4] Patent: WO2017/109488, 2017, A1. Location in patent: Page/Page column 47

2-Amino-5-bromothiazole(3034-22-8)Related Product Information

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• Ethyl 2-amino-5-bromothiazole-4-carboxylate,Ethyl 2-Amino-5-bromothiazole-4-carboxylicacid,2-AMINO-5-BROMOTHIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
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• N-BOC-2-AMINO-5-BROMOTHIAZOLE,N-Boc-2-Amino-5-bromothiazole95%