N-(7'-bromo-4'-fluoro-2'-methoxy-5,6-dihydrospiro[[1,3]oxazine-4,9'-xanthene]-2-yl)-4-nitrobenzamide

Base Information

Chemical Name:N-(7'-bromo-4'-fluoro-2'-methoxy-5,6-dihydrospiro[[1,3]oxazine-4,9'-xanthene]-2-yl)-4-nitrobenzamide
CAS No.:1335218-81-9
Molecular Formula:C₂₄H₁₇BrFN₃O₆
Molecular Weight:542.318
Hs Code.:

Synonyms:N-(7'-bromo-4'-fluoro-2'-methoxy-5,6-dihydrospiro[[1,3]oxazine-4,9'-xanthene]-2-yl)-4-nitrobenzamide

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Chemical Property of N-(7'-bromo-4'-fluoro-2'-methoxy-5,6-dihydrospiro[[1,3]oxazine-4,9'-xanthene]-2-yl)-4-nitrobenzamide

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Technology Process of N-(7'-bromo-4'-fluoro-2'-methoxy-5,6-dihydrospiro[[1,3]oxazine-4,9'-xanthene]-2-yl)-4-nitrobenzamide

There total 9 articles about N-(7'-bromo-4'-fluoro-2'-methoxy-5,6-dihydrospiro[[1,3]oxazine-4,9'-xanthene]-2-yl)-4-nitrobenzamide 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: 56.8%

: 1335218-80-8
2-(9-amino-7-bromo-4-fluoro-2-methoxy-9H-xanthen-9-yl)ethanol

: 28115-92-6
4-nitrobenzoyl isothiocyanate

: 1335218-81-9
N-(7'-bromo-4'-fluoro-2'-methoxy-5,6-dihydrospiro[[1,3]oxazine-4,9'-xanthene]-2-yl)-4-nitrobenzamide

Guidance literature:: 2-(9-amino-7-bromo-4-fluoro-2-methoxy-9H-xanthen-9-yl)ethanol; 4-nitrobenzoyl isothiocyanate; In tetrahydrofuran; at 20 ℃; for 0.5h;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; at 70 ℃; for 1h;

Reference yield:

: 1335218-40-0
7-bromo-4-fluoro-2-methoxy-9H-xanthen-9-one

: 1335218-81-9
N-(7'-bromo-4'-fluoro-2'-methoxy-5,6-dihydrospiro[[1,3]oxazine-4,9'-xanthene]-2-yl)-4-nitrobenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2-methyltetrahydrofuran; diethyl ether / 1.17 h / 20 - 45 °C

2.1: trimethylsilylazide; boron trifluoride diethyl etherate / benzene / 5 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

4.1: tetrahydrofuran / 0.5 h / 20 °C

4.2: 1 h / 70 °C

With lithium aluminium tetrahydride; trimethylsilylazide; boron trifluoride diethyl etherate; In tetrahydrofuran; 2-methyltetrahydrofuran; diethyl ether; benzene;

Reference yield:

: 610-71-9
2,5-dibromobenzoic acid

: 1335218-81-9
N-(7'-bromo-4'-fluoro-2'-methoxy-5,6-dihydrospiro[[1,3]oxazine-4,9'-xanthene]-2-yl)-4-nitrobenzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(I) trifluoromethanesulfonate toluene adduct (1/1); caesium carbonate / ethyl acetate; toluene / 4 h / 90 °C

2.1: boron trifluoride diethyl etherate; trifluoroacetic acid; trifluoroacetic anhydride / 4 h / 20 °C / Industrial scale; Large scale

3.1: bromine; zinc / diethyl ether / 2.33 h / 20 °C / Reflux

3.2: 3 h / Reflux

3.3: 2 h / 20 °C

4.1: trimethylsilylazide; boron trifluoride diethyl etherate / toluene / 0 - 20 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

6.1: tetrahydrofuran / 0.5 h / 20 °C

6.2: 1 h / 70 °C

With lithium aluminium tetrahydride; copper(I) trifluoromethanesulfonate toluene adduct (1/1); trimethylsilylazide; boron trifluoride diethyl etherate; bromine; caesium carbonate; trifluoroacetic acid; trifluoroacetic anhydride; zinc; In tetrahydrofuran; diethyl ether; ethyl acetate; toluene;