4-[3-(N-Glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methoxy-1-methyl-1H-benzimidazole

Base Information

• Chemical Name: 4-[3-(N-Glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methoxy-1-methyl-1H-benzimidazole
• CAS No.: 177477-27-9
• Molecular Formula: C₁₉H₂₀Cl₂N₄O₃
• Molecular Weight: 423.299
• Mol file: 177477-27-9.mol

Synonyms:4-[3-(N-Glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methoxy-1-methyl-1H-benzimidazole

Chemical Property of 4-[3-(N-Glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methoxy-1-methyl-1H-benzimidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[3-(N-Glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methoxy-1-methyl-1H-benzimidazole

There total 18 articles about 4-[3-(N-Glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methoxy-1-methyl-1H-benzimidazole 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:

3-hydroxy-2-nitrobenzoic acid (602-00-6) → 4-[3-(N-Glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methoxy-1-methyl-1H-benzimidazole (177477-27-9)

Guidance literature:

Multi-step reaction with 10 steps

1: 92.2 percent / K₂CO₃ / dimethylformamide / 14 h / Ambient temperature

2: 1 N NaOH / ethanol

3: 1.) Et₃N, diphenyl phosphorazidate / 1.) benzene, reflux, 40 min, 2.) benzene, 40 min

4: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

5: 84 percent / HCl / ethyl acetate / 0.5 h / 0 °C

6: 87.1 percent / FeCl₃*6H₂O, C, NH₂-NH₂*H₂O / methanol; H₂O / 5 h / 70 °C

7: 73 percent / AcOH / 4 h / Ambient temperature

8: H₂ / 10percent Pd/C / methanol / 2 h / Ambient temperature

9: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

10: hydrazine hydrate / ethanol / 1 h / Heating

With hydrogenchloride; sodium hydroxide; diphenyl phosphoryl azide; hydrogen; iron(III) chloride; sodium hydride; potassium carbonate; hydrazine hydrate; acetic acid; triethylamine; palladium on activated charcoal; In methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm980300f

Reference yield:

benzyl 3-benzyloxy-2-nitrobenzoate (94863-06-6) → 4-[3-(N-Glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methoxy-1-methyl-1H-benzimidazole (177477-27-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 1 N NaOH / ethanol

2: 1.) Et₃N, diphenyl phosphorazidate / 1.) benzene, reflux, 40 min, 2.) benzene, 40 min

3: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

4: 84 percent / HCl / ethyl acetate / 0.5 h / 0 °C

5: 87.1 percent / FeCl₃*6H₂O, C, NH₂-NH₂*H₂O / methanol; H₂O / 5 h / 70 °C

6: 73 percent / AcOH / 4 h / Ambient temperature

7: H₂ / 10percent Pd/C / methanol / 2 h / Ambient temperature

8: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

9: hydrazine hydrate / ethanol / 1 h / Heating

With hydrogenchloride; sodium hydroxide; diphenyl phosphoryl azide; hydrogen; iron(III) chloride; sodium hydride; hydrazine hydrate; acetic acid; triethylamine; palladium on activated charcoal; In methanol; ethanol; water; ethyl acetate;

DOI:10.1021/jm980300f

Reference yield:

3-benzyloxy-2-nitrobenzoic acid (24115-89-7) → 4-[3-(N-Glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-2-methoxy-1-methyl-1H-benzimidazole (177477-27-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) Et₃N, diphenyl phosphorazidate / 1.) benzene, reflux, 40 min, 2.) benzene, 40 min

2: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

3: 84 percent / HCl / ethyl acetate / 0.5 h / 0 °C

4: 87.1 percent / FeCl₃*6H₂O, C, NH₂-NH₂*H₂O / methanol; H₂O / 5 h / 70 °C

5: 73 percent / AcOH / 4 h / Ambient temperature

6: H₂ / 10percent Pd/C / methanol / 2 h / Ambient temperature

7: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

8: hydrazine hydrate / ethanol / 1 h / Heating

With hydrogenchloride; diphenyl phosphoryl azide; hydrogen; iron(III) chloride; sodium hydride; hydrazine hydrate; acetic acid; triethylamine; palladium on activated charcoal; In methanol; ethanol; water; ethyl acetate;

DOI:10.1021/jm980300f

upstream raw materials:

4-[2,6-Dichloro-3-[N-(phthalimidoacetyl)-N-methylamino]-benzyloxy]-2-methoxy-1-methyl-1H-benzimidazole

3-hydroxy-2-nitrobenzoic acid

3-benzyloxy-2-nitrobenzoic acid

benzyl 3-benzyloxy-2-nitrobenzoate