dimethylcarbamic acid 3-(3-(methylaminosulfonyl)aminobenzyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl ester

Base Information

• Chemical Name: dimethylcarbamic acid 3-(3-(methylaminosulfonyl)aminobenzyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl ester
• CAS No.: 946128-73-0
• Molecular Formula: C₂₀H₂₂N₄O₆S
• Molecular Weight: 446.484

Synonyms:dimethylcarbamic acid 3-(3-(methylaminosulfonyl)aminobenzyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl ester

Chemical Property of dimethylcarbamic acid 3-(3-(methylaminosulfonyl)aminobenzyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl ester

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Technology Process of dimethylcarbamic acid 3-(3-(methylaminosulfonyl)aminobenzyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl ester

There total 7 articles about dimethylcarbamic acid 3-(3-(methylaminosulfonyl)aminobenzyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl ester 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: 49.0%

N-methyl-2-oxo-1,3-oxazolidine-3-sulfonamide (898798-37-3) + dimethylcarbamic acid 3-(3-aminobenzyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl ester (946125-72-0) → dimethylcarbamic acid 3-(3-(methylaminosulfonyl)aminobenzyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl ester (946128-73-0)

Guidance literature:

With triethylamine; In acetonitrile; at 20 - 80 ℃; for 2.5h;

DOI:10.1021/ml400379x

Reference yield:

dimethylcarbamic acid 3-(3-aminobenzyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl ester (946125-72-0) → dimethylcarbamic acid 3-(3-(methylaminosulfonyl)aminobenzyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl ester (946128-73-0)

Guidance literature:

Reference yield:

2-(3-nitrobenzyl)-3-oxo-butyric acid ethyl ester (393812-70-9) → dimethylcarbamic acid 3-(3-(methylaminosulfonyl)aminobenzyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl ester (946128-73-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: zinc trifluoromethanesulfonate / methanol / 30 h / Reflux

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C

2.2: 2 h / 100 °C

3.1: tin(II) chloride hydrate / ethyl acetate / 4 h / 20 °C / Reflux

4.1: triethylamine / acetonitrile / 2.5 h / 20 - 80 °C

With tin(II) chloride hydrate; zinc trifluoromethanesulfonate; sodium hydride; triethylamine; In methanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; mineral oil;

DOI:10.1021/ml400379x

upstream raw materials:

dimethylcarbamic acid 3-(3-aminobenzyl)-4-methyl-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl ester

2-(3-nitrobenzyl)-3-oxo-butyric acid ethyl ester

7-hydroxy-4-methyl-3-(3-nitrobenzyl)-pyrano[2,3-b]pyridin-2-one

N-methyl-2-oxo-1,3-oxazolidine-3-sulfonamide

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