6-phenoxybenzo[d]thiazol-2-amine synthesis
- Product Name:6-phenoxybenzo[d]thiazol-2-amine
- CAS Number:65948-19-8
- Molecular formula:C13H10N2OS
- Molecular Weight:242.3
333-20-0
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139-59-3
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65948-19-8
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Yield:65948-19-8 73.5%
Reaction Conditions:
Stage #1: potassium thioacyanate;4-phenoxyanilinwith acetic acid;aniline at 20; for 0.5 h;
Stage #2: with bromine at 0 - 20; for 48 h;
Steps:
1.1.3 1.General methods for synthesizing compounds 2D, 2E and 2F
General procedure: Position 4 is methyl, methoxy, phenyloxy each substituted aniline (Compound 1D-1F, 1.0 eq)Containing KSCN (4.00 eq) into acetic acid solution containing (6 mL / aniline 1.0 g)Acetic acid solution (3.5 mL / KSCN 1.0 g) was added and the mixed solution was stirred at room temperature for 30 minutes, and then cooled to 0 ° C. An acetic acid solution (12 mL / 1.0 mL bromine) containing bromine (1.06 equiv) was slowly added into the cooled reaction mixture and stirred at room temperature for 22-48 hours.After the reaction mixture was poured into ice water, the precipitate was filtered, and the precipitate was collected, suspended in water, and neutralized (pH = 7) with a 28% aqueous NH4OH solution.The solid was filtered and washed with plenty of water to give compounds 2D, 2E and 2F.If necessary, recrystallization using methylene chloride or further purification by silica gel column chromatography (developing solvent: hexane / ethyl acetate)
References:
KR2020/11270,2020,A Location in patent:Paragraph 0086-0091; 0096; 0097
1135-14-4
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65948-19-8
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1747-60-0
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65948-19-8
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