1,3-Dioxolo[4,5-f]benzothiazol-6-amine(9CI) synthesis
- Product Name:1,3-Dioxolo[4,5-f]benzothiazol-6-amine(9CI)
- CAS Number:50850-94-7
- Molecular formula:C8H6N2O2S
- Molecular Weight:194.21
333-20-0
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14268-66-7
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50850-94-7
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$130.00/50mg
Yield:50850-94-7 50%
Reaction Conditions:
with bromine;glacial acetic acid at 0 - 20; for 2.5 h;
Steps:
[l,3]Dioxolo[4',5':4,5]benzo[l,2-d]thiazol-6-amine (1)
To a stirred solution of 5-Amino-l,3-benzodioxole (3 g, 1 eq), KSCN (8.5 g, 4 eq) in acetic acid (22 mL) at 0 °C, bromine (3.5 g, 1 eq) in acetic acid (22 mL) was added dropwise at 0 to 5 °C over a period of 30 min. The reaction was allowed to warm to room temperature and further stirred for 2 h. The reaction progress was monitored by TLC analysis until complete consumption of starting material was indicated. The reaction mixture was diluted with water (100 mL) and saponified with aqueous ammonia solution (50 mL), and stirred for 30 min. The solid obtained was filtered and washed with water (1 x 20 mL) to obtain the crude solid compound. The crude compound was purified by column chromatography (230- 400 mesh silica gel, eluent 2% methanol in DCM) to afford [l,3]dioxolo[4',5':4,5]benzo[l,2- d]thiazol-6-amine (1) as a pale green solid; yield 2.1 g (50%); ’H NMR (DMSO-d6, 300 MHz) 8 7.251 (s, 1H), 7.192 (s, 2H), 6.924 (s, 1H), 5.958 (s, 2H).
References:
WO2022/159436,2022,A1 Location in patent:Paragraph 0098-0101; 0182-0183
65069-55-8
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50850-94-7
16 suppliers
$130.00/50mg