N-[3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno [3,2-d]pyrimidin-8-yl]benzamide

Base Information

• Chemical Name: N-[3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno [3,2-d]pyrimidin-8-yl]benzamide
• CAS No.: 1621317-78-9
• Molecular Formula: C₃₀H₂₉N₅O₄S
• Molecular Weight: 555.657

Synonyms:N-[3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno [3,2-d]pyrimidin-8-yl]benzamide

Chemical Property of N-[3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno [3,2-d]pyrimidin-8-yl]benzamide

Chemical Property:

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Technology Process of N-[3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno [3,2-d]pyrimidin-8-yl]benzamide

There total 7 articles about N-[3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno [3,2-d]pyrimidin-8-yl]benzamide 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: 61.0%

8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione (1621317-76-7) + benzoyl chloride (98-88-4) → N-[3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno [3,2-d]pyrimidin-8-yl]benzamide (1621317-78-9)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 20 ℃; for 29h;

DOI:10.1016/j.ejmech.2014.06.057

Reference yield:

C12H8ClN3O4S (1621317-72-3) → N-[3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno [3,2-d]pyrimidin-8-yl]benzamide (1621317-78-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.5 h / 160 °C

2: hydrazine hydrate / N,N-dimethyl-formamide / 24 h / 20 °C

3: potassium carbonate / tetrahydrofuran / 29 h / 20 °C

With potassium carbonate; hydrazine hydrate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2014.06.057

Reference yield:

ethyl (3-amino-5-nitrobenzothiophen)-2-carboxylate (27697-60-5) → N-[3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno [3,2-d]pyrimidin-8-yl]benzamide (1621317-78-9)

Guidance literature:

Multi-step reaction with 6 steps

1: toluene / 26 h / 20 °C / Reflux

2: 0.67 h / 50 °C

3: thionyl chloride / toluene / 22 h / 20 °C / Reflux

4: 0.5 h / 160 °C

5: hydrazine hydrate / N,N-dimethyl-formamide / 24 h / 20 °C

6: potassium carbonate / tetrahydrofuran / 29 h / 20 °C

With thionyl chloride; potassium carbonate; hydrazine hydrate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.ejmech.2014.06.057

upstream raw materials:

C₁₂H₈ClN₃O₄S

ethyl (3-amino-5-nitrobenzothiophen)-2-carboxylate

ethyl 3-[(ethoxycarbonyl)amino]-5-nitro-1-benzothiophene-2-carboxylate

3-(2-hydroxyethyl)-8-nitro[1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione

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