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ChemicalBook CAS DataBase List 2-Amino-5-bromothiazole
3034-22-8

2-Amino-5-bromothiazole synthesis

5synthesis methods
2-Amino-5-bromothiazole monohydrobromide

61296-22-8

2-Amino-5-bromothiazole

3034-22-8

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.

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Yield:3034-22-8 75%

Reaction Conditions:

with bromine;acetic acid at 0 - 30; for 2 h;

Steps:

5.a
(a)at 0 ° C2-Aminothiazole (400 mg, 4 mmol) was dissolved in 16 mLAcetic acid solution,Bromine (408 μL, 8 mmol) was slowly added dropwise.The mixture was further stirred at room temperature for 2 hours,TLC reaction was monitored until the reaction was completed,The pH was adjusted to 7-8 with saturated NaHCO3,Ethyl acetate (20 mL x 3), washed with saturated saline and the organic layer was mixed,Dry over anhydrous sodium sulfate, filter and concentrate and purify by column chromatography5-Bromothiazol-2-amine(520 mg, 75% yield).

References:

Chinese Academy Of Sciences Shanghai Organic Chemistry Institute;Zhu Jidong;Gu Shoulai;Si Xiaojia;Xie Jingjing;Shen Jian CN107286150, 2017, A Location in patent:Paragraph 0354; 0355; 0356

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