N-<2-(2-methoxymethoxy)ethyl>5-<<4,5-bis(4-dimethylamino)-1H-imidazol-2-yl>thio>pentanamide

Base Information

• Chemical Name: N-<2-(2-methoxymethoxy)ethyl>5-<<4,5-bis(4-dimethylamino)-1H-imidazol-2-yl>thio>pentanamide
• CAS No.: 162933-14-4
• Molecular Formula: C₂₉H₄₁N₅O₃S
• Molecular Weight: 539.742
• Mol file: 162933-14-4.mol

Synonyms:N-<2-(2-methoxymethoxy)ethyl>5-<<4,5-bis(4-dimethylamino)-1H-imidazol-2-yl>thio>pentanamide

Chemical Property of N-<2-(2-methoxymethoxy)ethyl>5-<<4,5-bis(4-dimethylamino)-1H-imidazol-2-yl>thio>pentanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<2-(2-methoxymethoxy)ethyl>5-<<4,5-bis(4-dimethylamino)-1H-imidazol-2-yl>thio>pentanamide

There total 6 articles about N-<2-(2-methoxymethoxy)ethyl>5-<<4,5-bis(4-dimethylamino)-1H-imidazol-2-yl>thio>pentanamide 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: 79.0%

N-<2-(2-methoxyethoxy)ethyl>-5-bromopentanamide (1026481-48-0) + 4,5-bis<4-(N,N-dimethylamino)phenyl>-1H-imidazole-2-thione (147273-98-1) → N-<2-(2-methoxymethoxy)ethyl>5-<<4,5-bis(4-dimethylamino)-1H-imidazol-2-yl>thio>pentanamide (162933-14-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/jm00007a004

Reference yield:

2-(2-methoxyethoxy)ethyl alcohol (111-77-3,95507-80-5) → N-<2-(2-methoxymethoxy)ethyl>5-<<4,5-bis(4-dimethylamino)-1H-imidazol-2-yl>thio>pentanamide (162933-14-4)

Guidance literature:

Multi-step reaction with 5 steps

1: PBr₃, pyridine / benzene / 56 h

2: sodium azide, NaI / dimethylformamide / 18 h / 60 °C

3: 1.) Ph₃P, 2.) H₂O / 1.) THF, RT, 10 h, 2.) THF, RT, 24 h

4: aq. K₂CO₃ / tetrahydrofuran / 4 h / Ambient temperature

5: 79 percent / K₂CO₃, tetra-n-butylammonium iodide / tetrahydrofuran / 2 h / Heating

With pyridine; sodium azide; water; phosphorus tribromide; tetra-(n-butyl)ammonium iodide; potassium carbonate; triphenylphosphine; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00007a004

Reference yield:

2-bromoethyl 2-methoxyethyl ether (54149-17-6,92450-98-1) → N-<2-(2-methoxymethoxy)ethyl>5-<<4,5-bis(4-dimethylamino)-1H-imidazol-2-yl>thio>pentanamide (162933-14-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium azide, NaI / dimethylformamide / 18 h / 60 °C

2: 1.) Ph₃P, 2.) H₂O / 1.) THF, RT, 10 h, 2.) THF, RT, 24 h

3: aq. K₂CO₃ / tetrahydrofuran / 4 h / Ambient temperature

4: 79 percent / K₂CO₃, tetra-n-butylammonium iodide / tetrahydrofuran / 2 h / Heating

With sodium azide; water; tetra-(n-butyl)ammonium iodide; potassium carbonate; triphenylphosphine; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00007a004

upstream raw materials:

N-<2-(2-methoxyethoxy)ethyl>-5-bromopentanamide

4,5-bis<4-(N,N-dimethylamino)phenyl>-1H-imidazole-2-thione

2-(2-methoxyethoxy)ethyl alcohol

2-bromoethyl 2-methoxyethyl ether

Downstream raw materials:

4,5-bis<4-(dimethylamino)phenyl>-2-<<5-<<2-(2-methoxyethoxy)ethyl>amino>pentyl>thio>-1H-imidazole