5-Chloro-2-(3-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-ureido)-thiophene-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: 5-Chloro-2-(3-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-ureido)-thiophene-3-carboxylic acid ethyl ester
• CAS No.: 110164-75-5
• Molecular Formula: C₂₁H₂₇ClN₄O₄S
• Molecular Weight: 466.989

Synonyms:5-Chloro-2-(3-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-ureido)-thiophene-3-carboxylic acid ethyl ester

Chemical Property of 5-Chloro-2-(3-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-ureido)-thiophene-3-carboxylic acid ethyl ester

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Technology Process of 5-Chloro-2-(3-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-ureido)-thiophene-3-carboxylic acid ethyl ester

There total 3 articles about 5-Chloro-2-(3-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-ureido)-thiophene-3-carboxylic acid ethyl ester 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: 86.0%

1-(2-methoxyphenyl)piperazine hydrochloride (5464-78-8) + 5-Chloro-2-[3-(2-chloro-ethyl)-ureido]-thiophene-3-carboxylic acid ethyl ester (110164-74-4) → 5-Chloro-2-(3-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-ureido)-thiophene-3-carboxylic acid ethyl ester (110164-75-5)

Guidance literature:

With sodium hydrogencarbonate; sodium iodide; In tetrahydrofuran; for 60h; Heating;

DOI:10.1021/jm00117a019

Reference yield:

N-(3-carboethoxythien-2-yl)-N'-(2-chloroethyl)urea (110164-65-3) → 5-Chloro-2-(3-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-ureido)-thiophene-3-carboxylic acid ethyl ester (110164-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / sulfuryl chloride / CH₂Cl₂ / 18 h / Ambient temperature

2: 86 percent / NaHCO₃, NaI / tetrahydrofuran / 60 h / Heating

With sulfuryl dichloride; sodium hydrogencarbonate; sodium iodide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00117a019

Reference yield:

ethyl 2-aminothiophene-3-carboxylate (31891-06-2) → 5-Chloro-2-(3-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-ureido)-thiophene-3-carboxylic acid ethyl ester (110164-75-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 44 percent / toluene / 3 h / Heating

2: 84 percent / sulfuryl chloride / CH₂Cl₂ / 18 h / Ambient temperature

3: 86 percent / NaHCO₃, NaI / tetrahydrofuran / 60 h / Heating

With sulfuryl dichloride; sodium hydrogencarbonate; sodium iodide; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/jm00117a019

upstream raw materials:

1-(2-methoxyphenyl)piperazine hydrochloride

5-Chloro-2-[3-(2-chloro-ethyl)-ureido]-thiophene-3-carboxylic acid ethyl ester

N-(3-carboethoxythien-2-yl)-N'-(2-chloroethyl)urea

ethyl 2-aminothiophene-3-carboxylate

Downstream raw materials:

6-chloro-3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]thieno[2,3-d]pyrimidine-2,4-dione

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