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

Base Information

• Chemical Name: Methanesulfonic acid 2-[3-(3,5-dibromo-4-hydroxy-phenyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-ylamino]-ethyl ester
• CAS No.: 132113-76-9
• Molecular Formula: C₁₉H₁₅Br₂NO₆S
• Molecular Weight: 545.205
• Mol file: 132113-76-9.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about Methanesulfonic acid 2-[3-(3,5-dibromo-4-hydroxy-phenyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-ylamino]-ethyl 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:

2-bromo-1,4-dimethoxynaphthalene (64648-81-3) → Methanesulfonic acid 2-[3-(3,5-dibromo-4-hydroxy-phenyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-ylamino]-ethyl ester (132113-76-9)

Guidance literature:

Multi-step reaction with 8 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.

5: 67 percent / base

6: dimethylformamide / Ambient temperature

7: pyridine / CH₂Cl₂

8: 90 percent / 6N HCl

With pyridine; hydrogenchloride; ammonium cerium(IV) nitrate; pyridinium hydrobromide perbromide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

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

Reference yield:

1,4-Dihydroxynaphthalene (571-60-8) → Methanesulfonic acid 2-[3-(3,5-dibromo-4-hydroxy-phenyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-ylamino]-ethyl ester (132113-76-9)

Guidance literature:

Multi-step reaction with 10 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.

7: 67 percent / base

8: dimethylformamide / Ambient temperature

9: pyridine / CH₂Cl₂

10: 90 percent / 6N HCl

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; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile;

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

Reference yield:

4-(methoxymethoxy)phenylboronic acid (162662-27-3) → Methanesulfonic acid 2-[3-(3,5-dibromo-4-hydroxy-phenyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-ylamino]-ethyl ester (132113-76-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 83 percent / Na₂CO₃ / Pd(Ph₃P)4 / toluene

2: 94 percent / ceric ammonium nitrate / acetonitrile

3: 92 percent / aq. HCl

4: 87 percent / Py*Br₂*HBr / pyridine

5: 67 percent / base

6: dimethylformamide / Ambient temperature

7: pyridine / CH₂Cl₂

8: 90 percent / 6N HCl

With pyridine; hydrogenchloride; pyridinium perbromide hydrobromide; ammonium cerium(IV) nitrate; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In pyridine; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

upstream raw materials:

1,4-Dihydroxynaphthalene

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

2-bromo-1,4-dimethoxynaphthalene

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