N-(1-(2-(diethylamino)ethyl)-2-(4-ethoxybenzyl)-1H-benzo[d]imidazol-5-yl)thiophen-2-carboximidamide

Base Information

• Chemical Name: N-(1-(2-(diethylamino)ethyl)-2-(4-ethoxybenzyl)-1H-benzo[d]imidazol-5-yl)thiophen-2-carboximidamide
• CAS No.: 925216-51-9
• Molecular Formula: C₂₇H₃₃N₅OS
• Molecular Weight: 475.658
• Mol file: 925216-51-9.mol

Synonyms:N-(1-(2-(diethylamino)ethyl)-2-(4-ethoxybenzyl)-1H-benzo[d]imidazol-5-yl)thiophen-2-carboximidamide

Chemical Property of N-(1-(2-(diethylamino)ethyl)-2-(4-ethoxybenzyl)-1H-benzo[d]imidazol-5-yl)thiophen-2-carboximidamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1-(2-(diethylamino)ethyl)-2-(4-ethoxybenzyl)-1H-benzo[d]imidazol-5-yl)thiophen-2-carboximidamide

There total 7 articles about N-(1-(2-(diethylamino)ethyl)-2-(4-ethoxybenzyl)-1H-benzo[d]imidazol-5-yl)thiophen-2-carboximidamide 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: 52.2%

1-[2-(diethylamino)ethyl]-2-(4-ethoxybenzyl)-1H-benzo[d]imidazol-5-amine (75821-80-6) + methyl thiophene-2-carbimidothioate hydroiodide → N-(1-(2-(diethylamino)ethyl)-2-(4-ethoxybenzyl)-1H-benzo[d]imidazol-5-yl)thiophen-2-carboximidamide (925216-51-9)

Guidance literature:

1-[2-(diethylamino)ethyl]-2-(4-ethoxybenzyl)-1H-benzo[d]imidazol-5-amine; methyl thiophene-2-carbimidothioate hydroiodide; In ethanol; at 20 ℃; for 67h;

With sodium hydroxide; In water; ethyl acetate; pH=8;

Reference yield:

N(1)-(2-(diethylamino)ethyl)-4-nitrobenzene-1,2-diamine (5099-39-8) → N-(1-(2-(diethylamino)ethyl)-2-(4-ethoxybenzyl)-1H-benzo[d]imidazol-5-yl)thiophen-2-carboximidamide (925216-51-9)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / dichloromethane / 18 h / 35 °C / Inert atmosphere

2: phosphorus trichloride / chloroform / 4 h / Reflux; Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / ethanol / 3 h / 20 °C

4: ethanol / 67 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; phosphorus trichloride; In ethanol; dichloromethane; chloroform;

DOI:10.1021/ml200268w

Reference yield:

N’-(2,4-dinitrophenyl)-N,N-diethylethane-1,2-diamine (56223-91-7) → N-(1-(2-(diethylamino)ethyl)-2-(4-ethoxybenzyl)-1H-benzo[d]imidazol-5-yl)thiophen-2-carboximidamide (925216-51-9)

Guidance literature:

Multi-step reaction with 5 steps

1: ammonium sulfide / ethanol; water / 2.5 h / 65 - 70 °C / Inert atmosphere

2: N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / dichloromethane / 18 h / 35 °C / Inert atmosphere

3: phosphorus trichloride / chloroform / 4 h / Reflux; Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / ethanol / 3 h / 20 °C

5: ethanol / 67 h / 20 °C / Inert atmosphere

With ammonium sulfide; palladium 10% on activated carbon; hydrogen; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; phosphorus trichloride; In ethanol; dichloromethane; chloroform; water; 1: Zinin reduction;

DOI:10.1021/ml200268w

upstream raw materials:

1-[2-(diethylamino)ethyl]-2-(4-ethoxybenzyl)-1H-benzo[d]imidazol-5-amine

N⁽¹⁾-(2-(diethylamino)ethyl)-4-nitrobenzene-1,2-diamine

N’-(2,4-dinitrophenyl)-N,N-diethylethane-1,2-diamine

N-[2-{(2-(diethylamino)ethyl)amino}-5-nitrophenyl]-2-(4-ethoxyphenyl)acetamide