(6-bromo-7-methyl-5-nitro-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-3-yl)-carbamic acid phenyl ester

Base Information

• Chemical Name: (6-bromo-7-methyl-5-nitro-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-3-yl)-carbamic acid phenyl ester
• CAS No.: 244152-38-3
• Molecular Formula: C₁₈H₁₅BrN₄O₄
• Molecular Weight: 431.245
• Mol file: 244152-38-3.mol

Synonyms:(6-bromo-7-methyl-5-nitro-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-3-yl)-carbamic acid phenyl ester

Chemical Property of (6-bromo-7-methyl-5-nitro-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-3-yl)-carbamic acid phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6-bromo-7-methyl-5-nitro-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-3-yl)-carbamic acid phenyl ester

There total 6 articles about (6-bromo-7-methyl-5-nitro-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-3-yl)-carbamic acid phenyl ester 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: 78.0%

phenyl chloroformate (1885-14-9) + (S)-(+)-3-amino-6-bromo-2,3-dihydro-7-methyl-5-nitro-1H-pyrrolo[1,2-a]benzimidazole (244152-11-2) → (6-bromo-7-methyl-5-nitro-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-3-yl)-carbamic acid phenyl ester (244152-38-3)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 1.25h;

DOI:10.1021/jm990029h

Reference yield:

(S)-7-Methyl-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-3-ylamine (244151-84-6) → (6-bromo-7-methyl-5-nitro-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-3-yl)-carbamic acid phenyl ester (244152-38-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 63 percent / CF₃CO₂H / 0.42 h / 20 °C

2: 85 percent / Br₂; AcOH / 0.33 h / 20 °C

3: 89 percent / HNO₃; Ac₂O / 1.5 h / 20 °C

4: 66 percent / methanol. NH₃ / 48 h / 20 °C

5: 78 percent / pyridine / 1.25 h / 0 - 20 °C

With pyridine; ammonia; bromine; nitric acid; acetic anhydride; acetic acid; trifluoroacetic acid; 1: Acylation / 2: Bromination / 3: Nitration / 4: ammonolysis / 5: Acylation;

DOI:10.1021/jm990029h

Reference yield:

(S)-(-)-3-trifluoroacetamido-2,3-dihydro-7-methyl-1H-pyrrolo[1,2-a]benzimidazole (244152-01-0) → (6-bromo-7-methyl-5-nitro-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-3-yl)-carbamic acid phenyl ester (244152-38-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / Br₂; AcOH / 0.33 h / 20 °C

2: 89 percent / HNO₃; Ac₂O / 1.5 h / 20 °C

3: 66 percent / methanol. NH₃ / 48 h / 20 °C

4: 78 percent / pyridine / 1.25 h / 0 - 20 °C

With pyridine; ammonia; bromine; nitric acid; acetic anhydride; acetic acid; 1: Bromination / 2: Nitration / 3: ammonolysis / 4: Acylation;

DOI:10.1021/jm990029h

upstream raw materials:

phenyl chloroformate

(S)-(+)-3-amino-6-bromo-2,3-dihydro-7-methyl-5-nitro-1H-pyrrolo[1,2-a]benzimidazole

(S)-7-Methyl-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-3-ylamine

(S)-(-)-3-trifluoroacetamido-2,3-dihydro-7-methyl-1H-pyrrolo[1,2-a]benzimidazole