2-Bromo-3-(3,5-dibromo-4-hydroxy-phenyl)-[1,4]naphthoquinone

Base Information

• Chemical Name: 2-Bromo-3-(3,5-dibromo-4-hydroxy-phenyl)-[1,4]naphthoquinone
• CAS No.: 132113-73-6
• Molecular Formula: C₁₆H₇Br₃O₃
• Molecular Weight: 486.942
• Mol file: 132113-73-6.mol

Synonyms:2-Bromo-3-(3,5-dibromo-4-hydroxy-phenyl)-[1,4]naphthoquinone

Chemical Property of 2-Bromo-3-(3,5-dibromo-4-hydroxy-phenyl)-[1,4]naphthoquinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Bromo-3-(3,5-dibromo-4-hydroxy-phenyl)-[1,4]naphthoquinone

There total 6 articles about 2-Bromo-3-(3,5-dibromo-4-hydroxy-phenyl)-[1,4]naphthoquinone 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: 87.0%

(4-hydroxyphenyl)naphthalene-1,4-dione (92796-03-7) → 2-Bromo-3-(3,5-dibromo-4-hydroxy-phenyl)-[1,4]naphthoquinone (132113-73-6)

Guidance literature:

With pyridine; pyridinium hydrobromide perbromide; 0 deg C to r.t.;

DOI:10.1016/S0040-4039(00)97484-7

Reference yield:

2-bromo-1,4-dimethoxynaphthalene (64648-81-3) → 2-Bromo-3-(3,5-dibromo-4-hydroxy-phenyl)-[1,4]naphthoquinone (132113-73-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / Na₂CO₃ / Pd(PPh₃)4 / toluene

2: 94 percent / ceric ammonium nitrate (CAN) / acetonitrile

3: 92 percent / aq.HCl / tetrahydrofuran

4: 87 percent / pyridinium bromide perbromide, pyridine / 0 deg C to r.t.

With pyridine; hydrogenchloride; ammonium cerium(IV) nitrate; pyridinium hydrobromide perbromide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; toluene; acetonitrile;

DOI:10.1016/S0040-4039(00)97484-7

Reference yield:

1,4-Dihydroxynaphthalene (571-60-8) → 2-Bromo-3-(3,5-dibromo-4-hydroxy-phenyl)-[1,4]naphthoquinone (132113-73-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 92 percent / H₂, Ba(OH)2*8H₂O / Pd/C / dimethylformamide

2: 85 percent / Br₂, Fe / acetic acid

3: 83 percent / Na₂CO₃ / Pd(PPh₃)4 / toluene

4: 94 percent / ceric ammonium nitrate (CAN) / acetonitrile

5: 92 percent / aq.HCl / tetrahydrofuran

6: 87 percent / pyridinium bromide perbromide, pyridine / 0 deg C to r.t.

With pyridine; hydrogenchloride; barium dihydroxide; ammonium cerium(IV) nitrate; hydrogen; bromine; pyridinium hydrobromide perbromide; iron; sodium carbonate; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/S0040-4039(00)97484-7

upstream raw materials:

(4-hydroxyphenyl)naphthalene-1,4-dione

1,4-Dihydroxynaphthalene

2-bromo-1,4-dimethoxynaphthalene

2-(4-Methoxymethoxy-phenyl)-[1,4]naphthoquinone

Downstream raw materials:

Methanesulfonic acid 2-[3-(3,5-dibromo-4-hydroxy-phenyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-ylamino]-ethyl ester

Methanesulfonic acid 2-[3-(3,5-dibromo-4-methoxymethoxy-phenyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-ylamino]-ethyl ester

2-Bromo-3-(3,5-dibromo-4-methoxymethoxy-phenyl)-[1,4]naphthoquinone