N-hydroxy-6-{5-[4-(N-hydroxycarbamimidoyl)-phenyl]-thiophen-2-yl}-nicotinamidine

Base Information

• Chemical Name: N-hydroxy-6-{5-[4-(N-hydroxycarbamimidoyl)-phenyl]-thiophen-2-yl}-nicotinamidine
• CAS No.: 619334-40-6
• Molecular Formula: C₁₇H₁₅N₅O₂S
• Molecular Weight: 353.404
• Mol file: 619334-40-6.mol

Synonyms:N-hydroxy-6-{5-[4-(N-hydroxycarbamimidoyl)-phenyl]-thiophen-2-yl}-nicotinamidine

Chemical Property of N-hydroxy-6-{5-[4-(N-hydroxycarbamimidoyl)-phenyl]-thiophen-2-yl}-nicotinamidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-hydroxy-6-{5-[4-(N-hydroxycarbamimidoyl)-phenyl]-thiophen-2-yl}-nicotinamidine

There total 4 articles about N-hydroxy-6-{5-[4-(N-hydroxycarbamimidoyl)-phenyl]-thiophen-2-yl}-nicotinamidine 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: 97.0%

6-[5-(4-cyano-phenyl)-thiophen-2-yl]-nicotinonitrile (619334-38-2) → N-hydroxy-6-{5-[4-(N-hydroxycarbamimidoyl)-phenyl]-thiophen-2-yl}-nicotinamidine (619334-40-6)

Guidance literature:

With hydroxylamine hydrochloride; potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃;

DOI:10.1021/jm0302602

Reference yield:

6-chloronicotinonitrile (33252-28-7) → N-hydroxy-6-{5-[4-(N-hydroxycarbamimidoyl)-phenyl]-thiophen-2-yl}-nicotinamidine (619334-40-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / tetrakis(triphenylphosphine)palladium / dioxane / 24 h / 100 - 110 °C

2: 95 percent / N-bromosuccinimide / dimethylformamide / 20 °C

3: 77.7 percent / aq. Na₂CO₃; tetrakis(triphenylphosphine) palladium / toluene; methanol / 24 h / 80 °C

4: 97 percent / hydroxylamine hydrochloride; potassium t-butoxide / dimethylsulfoxide / 20 °C

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; potassium tert-butylate; sodium carbonate; In 1,4-dioxane; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 1: Stille coupling / 3: Suzuki coupling;

DOI:10.1021/jm0302602

Reference yield:

6-(thiophen-2-yl)nicotinonitrile (619334-36-0) → N-hydroxy-6-{5-[4-(N-hydroxycarbamimidoyl)-phenyl]-thiophen-2-yl}-nicotinamidine (619334-40-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / N-bromosuccinimide / dimethylformamide / 20 °C

2: 77.7 percent / aq. Na₂CO₃; tetrakis(triphenylphosphine) palladium / toluene; methanol / 24 h / 80 °C

3: 97 percent / hydroxylamine hydrochloride; potassium t-butoxide / dimethylsulfoxide / 20 °C

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; potassium tert-butylate; sodium carbonate; In methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 2: Suzuki coupling;

DOI:10.1021/jm0302602

upstream raw materials:

6-[5-(4-cyano-phenyl)-thiophen-2-yl]-nicotinonitrile

6-chloronicotinonitrile

6-(thiophen-2-yl)nicotinonitrile

6-(5-bromo-thiophen-2-yl)nicotinonitrile

Refernces