6-Amino-5-(benzyloxy)-3-chlorobenzothiophen-2-carbonsaeure-methylester

Base Information

• Chemical Name: 6-Amino-5-(benzyloxy)-3-chlorobenzothiophen-2-carbonsaeure-methylester
• CAS No.: 155587-75-0
• Molecular Formula: C₁₇H₁₄ClNO₃S
• Molecular Weight: 347.822

Synonyms:6-Amino-5-(benzyloxy)-3-chlorobenzothiophen-2-carbonsaeure-methylester

Chemical Property of 6-Amino-5-(benzyloxy)-3-chlorobenzothiophen-2-carbonsaeure-methylester

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Technology Process of 6-Amino-5-(benzyloxy)-3-chlorobenzothiophen-2-carbonsaeure-methylester

There total 3 articles about 6-Amino-5-(benzyloxy)-3-chlorobenzothiophen-2-carbonsaeure-methylester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

5-(Benzyloxy)-3-chloro-6-nitrobenzothiophen-2-carbonsaeure-methylester (155587-74-9) → 6-Amino-5-(benzyloxy)-3-chlorobenzothiophen-2-carbonsaeure-methylester (155587-75-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 43h; Ambient temperature;

DOI:10.1002/hlca.19940770113

Reference yield:

3-Benzyloxy-4-nitro-benzaldehyde (128618-91-7) → 6-Amino-5-(benzyloxy)-3-chlorobenzothiophen-2-carbonsaeure-methylester (155587-75-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / piperidine / pyridine / 5.5 h / Heating

2: 14 percent / SOCl₂ / chlorobenzene; pyridine / 1 h / Heating

3: 78 percent / H₂ / 5percent Pd/C / tetrahydrofuran / 43 h / Ambient temperature

With thionyl chloride; hydrogen; piperidine; palladium on activated charcoal; In tetrahydrofuran; pyridine; chlorobenzene;

DOI:10.1002/hlca.19940770113

Reference yield:

(E)-3-<3-(Benzyloxy)-4-nitrophenyl>prop-2-ensaeure (155587-73-8) → 6-Amino-5-(benzyloxy)-3-chlorobenzothiophen-2-carbonsaeure-methylester (155587-75-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 14 percent / SOCl₂ / chlorobenzene; pyridine / 1 h / Heating

2: 78 percent / H₂ / 5percent Pd/C / tetrahydrofuran / 43 h / Ambient temperature

With thionyl chloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; pyridine; chlorobenzene;

DOI:10.1002/hlca.19940770113

upstream raw materials:

5-(Benzyloxy)-3-chloro-6-nitrobenzothiophen-2-carbonsaeure-methylester

3-Benzyloxy-4-nitro-benzaldehyde

(E)-3-<3-(Benzyloxy)-4-nitrophenyl>prop-2-ensaeure

Downstream raw materials:

5-(Benzyloxy)-3-chlorothieno<2,3-f>chinolin-2,7,9-tricarbonsaeure-trimethylester

6-Amino-5-hydroxybenzothiophen-2-carbonsaeure-methylester

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