3-Chloro-4-methoxy-5-(5-methyl-4-pyridin-3-yl-1H-imidazol-2-yl)-benzene-1,2-diamine

Base Information

• Chemical Name: 3-Chloro-4-methoxy-5-(5-methyl-4-pyridin-3-yl-1H-imidazol-2-yl)-benzene-1,2-diamine
• CAS No.: 156601-86-4
• Molecular Formula: C₁₆H₁₆ClN₅O
• Molecular Weight: 329.789
• Mol file: 156601-86-4.mol

Synonyms:

Chemical Property of 3-Chloro-4-methoxy-5-(5-methyl-4-pyridin-3-yl-1H-imidazol-2-yl)-benzene-1,2-diamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Chloro-4-methoxy-5-(5-methyl-4-pyridin-3-yl-1H-imidazol-2-yl)-benzene-1,2-diamine

There total 8 articles about 3-Chloro-4-methoxy-5-(5-methyl-4-pyridin-3-yl-1H-imidazol-2-yl)-benzene-1,2-diamine 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:

2-Chloro-3-methoxy-4-(5-methyl-4-pyridin-3-yl-1H-imidazol-2-yl)-6-nitro-phenylamine (126436-41-7) → 3-Chloro-4-methoxy-5-(5-methyl-4-pyridin-3-yl-1H-imidazol-2-yl)-benzene-1,2-diamine (156601-86-4)

Guidance literature:

With water; iron; ammonium chloride; In ethanol; for 3.5h; Heating;

DOI:10.1248/cpb.42.560

Reference yield:

1-hydroxyimino-1-(3-pyridyl)-2-propanone (65882-96-4) → 3-Chloro-4-methoxy-5-(5-methyl-4-pyridin-3-yl-1H-imidazol-2-yl)-benzene-1,2-diamine (156601-86-4)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium acetate / acetic acid / 0.25 h / 100 °C

2: 49.2 percent / P(OEt)3 / dimethylformamide / 80 °C

3: Fe, NH₄Cl, H₂O / ethanol / 3.5 h / Heating

With ammonium acetate; water; iron; ammonium chloride; triethyl phosphite; In ethanol; acetic acid; N,N-dimethyl-formamide;

DOI:10.1248/cpb.42.560

Reference yield:

methyl 4-acetamido-2-methoxy-5-nitrobenzoate (4093-41-8) → 3-Chloro-4-methoxy-5-(5-methyl-4-pyridin-3-yl-1H-imidazol-2-yl)-benzene-1,2-diamine (156601-86-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 43.8 percent / LiAlH₄ / tetrahydrofuran / 2 h / -30 °C

2: 2N aq. NaOH / tetrahydrofuran; ethyl acetate; H₂O

3: 38.6 percent / MnO₂ / ethyl acetate / 4.5 h / Heating

4: 38.9 percent / Cl₂ iodobenzene complex, pyridine / tetrahydrofuran / 1 h / Ambient temperature

5: ammonium acetate / acetic acid / 0.25 h / 100 °C

6: 49.2 percent / P(OEt)3 / dimethylformamide / 80 °C

7: Fe, NH₄Cl, H₂O / ethanol / 3.5 h / Heating

With pyridine; ammonium acetate; manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; (Dichloroiodo)benzene; water; iron; ammonium chloride; triethyl phosphite; In tetrahydrofuran; ethanol; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.42.560

upstream raw materials:

2-Chloro-3-methoxy-4-(5-methyl-4-pyridin-3-yl-1H-imidazol-2-yl)-6-nitro-phenylamine

1-hydroxyimino-1-(3-pyridyl)-2-propanone

methyl 4-acetamido-2-methoxy-5-nitrobenzoate

4-amino-2-methoxy-5-nitrobenzyl alcohol