2-Amino-5-methoxybenzoic acid synthesis
- Product Name:2-Amino-5-methoxybenzoic acid
- CAS Number:6705-03-9
- Molecular formula:C8H9NO3
- Molecular Weight:167.16
1882-69-5
6705-03-9
Using 5-methoxy-2-nitrobenzoic acid (1) as starting material, its nitro group was reduced by catalytic hydrogenation using H2 and Pd/C to afford 2-amino-5-methoxybenzoic acid (2) in quantitative yield. Subsequently, compound (2) was subjected to diazotization reaction with NaNO2 followed by treatment with Na2S2 to obtain stable disulfide compound (3) in 80% yield. This disulfide (3) was directly reacted with SOCl2 without further purification, followed by reaction with 2-chloroethylamine in the presence of Et3N to produce amide (4) in 90% yield. The compound (4) was converted to the cyclized product (5) by a one-pot method with trimethylphosphine and Et3N co-refluxed in THF. Finally, reduction of the cyclized amide (5) using LiAlH4 afforded 7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (6).
1882-69-5
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$6.00/5g
6705-03-9
274 suppliers
$9.00/1g
2475-80-1
114 suppliers
$16.00/1g
6705-03-9
274 suppliers
$9.00/1g
100174-55-8
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6705-03-9
274 suppliers
$9.00/1g
180690-91-9
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6705-03-9
274 suppliers
$9.00/1g