2-amino-3'-hydroxy-6'-(1-(2-nitrophenyl)ethoxy)spiro[isoindoline-1,9'-xanthen]-3-one

Base Information

• Chemical Name: 2-amino-3'-hydroxy-6'-(1-(2-nitrophenyl)ethoxy)spiro[isoindoline-1,9'-xanthen]-3-one
• CAS No.: 1269423-42-8
• Molecular Formula: C₂₈H₂₁N₃O₆
• Molecular Weight: 495.491
• Mol file: 1269423-42-8.mol

Synonyms:2-amino-3'-hydroxy-6'-(1-(2-nitrophenyl)ethoxy)spiro[isoindoline-1,9'-xanthen]-3-one

Chemical Property of 2-amino-3'-hydroxy-6'-(1-(2-nitrophenyl)ethoxy)spiro[isoindoline-1,9'-xanthen]-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-amino-3'-hydroxy-6'-(1-(2-nitrophenyl)ethoxy)spiro[isoindoline-1,9'-xanthen]-3-one

There total 4 articles about 2-amino-3'-hydroxy-6'-(1-(2-nitrophenyl)ethoxy)spiro[isoindoline-1,9'-xanthen]-3-one 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: 88.0%

α-methyl-o-nitrobenzyl bromide (69642-00-8) + 2-amino-3′,6′-dihydroxyspiro[isoindoline-1,9′-xanthen]-3-one (98907-26-7) → 2-amino-3'-hydroxy-6'-(1-(2-nitrophenyl)ethoxy)spiro[isoindoline-1,9'-xanthen]-3-one (1269423-42-8)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1002/chem.201001923

Reference yield:

1-(2-nitrophenyl)ethan-1-ol (80379-10-8,108530-03-6,142631-59-2,3205-25-2) → 2-amino-3'-hydroxy-6'-(1-(2-nitrophenyl)ethoxy)spiro[isoindoline-1,9'-xanthen]-3-one (1269423-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide / tetrachloromethane / 0.5 h / 40 °C / Inert atmosphere; Schlenk technique

1.2: 40 - 85 °C / Inert atmosphere; Schlenk technique

2.1: caesium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; caesium carbonate; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.cclet.2017.07.016

Reference yield:

fluorescein free acid (518-45-6) → 2-amino-3'-hydroxy-6'-(1-(2-nitrophenyl)ethoxy)spiro[isoindoline-1,9'-xanthen]-3-one (1269423-42-8)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrazine hydrate / ethanol; water / 5 h / Reflux

2: caesium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere

3: water / acetonitrile / 0.5 h / pH 7.4 / HEPES buffer; Photolysis

With water; caesium carbonate; hydrazine hydrate; In ethanol; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/chem.201001923

upstream raw materials:

α-methyl-o-nitrobenzyl bromide

2-amino-3′,6′-dihydroxyspiro[isoindoline-1,9′-xanthen]-3-one

fluorescein free acid

1-(2-nitrophenyl)ethan-1-ol