N-(3-hydroxy-4-methoxybenzyl)-5,7-dihydroxy-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

Base Information

Chemical Name:N-(3-hydroxy-4-methoxybenzyl)-5,7-dihydroxy-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione
CAS No.:76799-35-4
Molecular Formula:C₁₆H₁₃NO₇
Molecular Weight:331.282
Hs Code.:

Synonyms:N-(3-hydroxy-4-methoxybenzyl)-5,7-dihydroxy-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

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Chemical Property of N-(3-hydroxy-4-methoxybenzyl)-5,7-dihydroxy-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

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Technology Process of N-(3-hydroxy-4-methoxybenzyl)-5,7-dihydroxy-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

There total 4 articles about N-(3-hydroxy-4-methoxybenzyl)-5,7-dihydroxy-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione 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: 96.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 76820-15-0
N-(3-hydroxy-4-methoxybenzyl)-2,4,6-trihydroxybenzamide

: 76799-35-4
N-(3-hydroxy-4-methoxybenzyl)-5,7-dihydroxy-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

Guidance literature:: With pyridine; 1.) from 0 deg C to RT, 8 h, 2.) reflux, 8 h;
DOI:10.1021/jm00136a011

Reference yield:

: 59434-20-7
1,3,5-tri-O-benzylphloroglucinol

: 76799-35-4
N-(3-hydroxy-4-methoxybenzyl)-5,7-dihydroxy-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / diethyl ether; CH₂Cl₂ / 4 h / 0 °C

2: 100 percent / aq. KOH / tetrahydrofuran / 1 h / Ambient temperature

3: 1.) NaH / 1.) toluene, reflux, 2.) toluene, reflux, 26 h

4: 81 percent / H₂ / Pd/C / ethyl acetate / 15 h / 760 Torr / Ambient temperature

5: 96 percent / pyridine / 1.) from 0 deg C to RT, 8 h, 2.) reflux, 8 h

With pyridine; potassium hydroxide; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/jm00136a011

Reference yield:

: 76799-33-2
2,4,6-tris(benzyloxy)benzamide

: 76799-35-4
N-(3-hydroxy-4-methoxybenzyl)-5,7-dihydroxy-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) toluene, reflux, 2.) toluene, reflux, 26 h

2: 81 percent / H₂ / Pd/C / ethyl acetate / 15 h / 760 Torr / Ambient temperature

3: 96 percent / pyridine / 1.) from 0 deg C to RT, 8 h, 2.) reflux, 8 h

With pyridine; hydrogen; sodium hydride; palladium on activated charcoal; In ethyl acetate;
DOI:10.1021/jm00136a011