N-(2-(3-(hydroxyamino)-3-oxopropyl)-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)benzamide

Base Information

• Chemical Name: N-(2-(3-(hydroxyamino)-3-oxopropyl)-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)benzamide
• CAS No.: 1569314-81-3
• Molecular Formula: C₁₇H₁₅N₃O₆S
• Molecular Weight: 389.389

Synonyms:N-(2-(3-(hydroxyamino)-3-oxopropyl)-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)benzamide

Chemical Property of N-(2-(3-(hydroxyamino)-3-oxopropyl)-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N-(2-(3-(hydroxyamino)-3-oxopropyl)-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)benzamide

There total 7 articles about N-(2-(3-(hydroxyamino)-3-oxopropyl)-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)benzamide 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: 25.0%

3-(6-benzamido-1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl)propanoic acid → N-(2-(3-(hydroxyamino)-3-oxopropyl)-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)benzamide (1569314-81-3)

Guidance literature:

3-(6-benzamido-1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl)propanoic acid; With triethylamine; isobutyl chloroformate; In tetrahydrofuran; at 0 ℃; for 0.166667h;

With hydroxylamine hydrochloride; In tetrahydrofuran; methanol; at 20 ℃;

DOI:10.1016/j.bmc.2014.01.045

Reference yield:

6-nitrosaccharin (22952-24-5) → N-(2-(3-(hydroxyamino)-3-oxopropyl)-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)benzamide (1569314-81-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 4 h / 60 - 80 °C

2.1: hydrogenchloride / water / 100 °C

3.1: hydrogen; palladium 10% on activated carbon / tetrahydrofuran / 4 h / 20 °C / 760.05 Torr

4.1: sodium hydrogencarbonate / tetrahydrofuran / 8 h / 20 °C

5.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.17 h / 0 °C

5.2: 20 °C

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; triethylamine; isobutyl chloroformate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2014.01.045

Reference yield:

benzoic acid (65-85-0,8013-63-6) → N-(2-(3-(hydroxyamino)-3-oxopropyl)-1,1-dioxido-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yl)benzamide (1569314-81-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride; N,N-dimethyl-formamide / 2 h / 60 °C

2.1: sodium hydrogencarbonate / tetrahydrofuran / 8 h / 20 °C

3.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.17 h / 0 °C

3.2: 20 °C

With thionyl chloride; sodium hydrogencarbonate; triethylamine; N,N-dimethyl-formamide; isobutyl chloroformate; In tetrahydrofuran;

DOI:10.1016/j.bmc.2014.01.045

upstream raw materials:

6-nitrosaccharin

3-(6-Nitro-1,1,3-trioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-propionic acid ethyl ester

benzoic acid

benzoyl chloride

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