8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione

Base Information

• Chemical Name: 8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione
• CAS No.: 1621317-76-7
• Molecular Formula: C₂₃H₂₅N₅O₃S
• Molecular Weight: 451.549

Synonyms:8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione

Chemical Property of 8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione

Chemical Property:

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Technology Process of 8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione

There total 5 articles about 8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione 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: 75.0%

3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-8-nitro[1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione (1621317-74-5) → 8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione (1621317-76-7)

Guidance literature:

With hydrazine hydrate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.ejmech.2014.06.057

Reference yield:

ethyl (3-amino-5-nitrobenzothiophen)-2-carboxylate (27697-60-5) → 8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione (1621317-76-7)

Guidance literature:

Multi-step reaction with 5 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

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

DOI:10.1016/j.ejmech.2014.06.057

Reference yield:

3-(2-hydroxyethyl)-8-nitro[1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione (1621317-70-1) → 8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione (1621317-76-7)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 0.5 h / 160 °C

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

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

DOI:10.1016/j.ejmech.2014.06.057

upstream raw materials:

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

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

Downstream raw materials:

N¹-[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]-N⁵-(2-phenylethyl)pentanediamide

N¹-[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]-N⁴-(phenylmethyl)succinamide

N¹-[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]-N⁵-(phenylmethyl)pentanediamide

N¹-methyl-N⁵-[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]-N¹-(phenylmethyl)pentanediamide

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