1-hydroxy-N-phenyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxamide

Base Information

Chemical Name:1-hydroxy-N-phenyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxamide
CAS No.:1222009-53-1
Molecular Formula:C₁₄H₁₂BNO₃
Molecular Weight:253.065
Hs Code.:

Synonyms:1-hydroxy-N-phenyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-hydroxy-N-phenyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxamide

Chemical Property:

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Technology Process of 1-hydroxy-N-phenyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxamide

There total 3 articles about 1-hydroxy-N-phenyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxamide 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: 51.6%

: 1195621-94-3
1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbaldehyde

: 62-53-3
aniline

: 1222009-53-1
1-hydroxy-N-phenyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxamide

Guidance literature:: 1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbaldehyde; With silver nitrate; sodium hydroxide; In water; Inert atmosphere;

With hydrogenchloride; In water; pH=3;

aniline; With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 60h; Product distribution / selectivity;

Reference yield:

: 1221343-14-1
1-(hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carboxylic acid

: 62-53-3
aniline

: 1222009-53-1
1-hydroxy-N-phenyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxamide

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 60h;
DOI:10.1021/ml100013s

Reference yield:

: 403699-41-2
2,2’-(2-bromo-1,4-phenylene)bis(methylene)bis(oxy)bis(tetrahydro-2H-pyran)

: 1222009-53-1
1-hydroxy-N-phenyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.83 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

1.3: 6 h / 20 °C / Inert atmosphere

2.1: silica gel; pyridinium chlorochromate / dichloromethane / 20 °C / Inert atmosphere

2.2: pH 2

3.1: silver nitrate; sodium hydroxide / water / Inert atmosphere

3.2: pH 3

3.3: 60 h / 20 °C

With n-butyllithium; silica gel; silver nitrate; pyridinium chlorochromate; sodium hydroxide; In tetrahydrofuran; hexane; dichloromethane; water;