N-(4-fluorobenzyl)-5-hydroxy-3-methyl-4-oxo-2-(thiophen-2-yl)-3,4-dihydroquinazoline-6-carboxamide

Base Information

Chemical Name:N-(4-fluorobenzyl)-5-hydroxy-3-methyl-4-oxo-2-(thiophen-2-yl)-3,4-dihydroquinazoline-6-carboxamide
CAS No.:1383452-32-1
Molecular Formula:C₂₁H₁₆FN₃O₃S
Molecular Weight:409.441
Hs Code.:

Synonyms:N-(4-fluorobenzyl)-5-hydroxy-3-methyl-4-oxo-2-(thiophen-2-yl)-3,4-dihydroquinazoline-6-carboxamide

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Chemical Property of N-(4-fluorobenzyl)-5-hydroxy-3-methyl-4-oxo-2-(thiophen-2-yl)-3,4-dihydroquinazoline-6-carboxamide

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Technology Process of N-(4-fluorobenzyl)-5-hydroxy-3-methyl-4-oxo-2-(thiophen-2-yl)-3,4-dihydroquinazoline-6-carboxamide

There total 10 articles about N-(4-fluorobenzyl)-5-hydroxy-3-methyl-4-oxo-2-(thiophen-2-yl)-3,4-dihydroquinazoline-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: 78.0%

: 1383452-24-1
N-(4-fluorobenzyl)-5-methoxy-3-methyl-4-oxo-2-(thiophen-2-yl)-3,4-dihydroquinazoline-6-carboxamide

: 1383452-32-1
N-(4-fluorobenzyl)-5-hydroxy-3-methyl-4-oxo-2-(thiophen-2-yl)-3,4-dihydroquinazoline-6-carboxamide

Guidance literature:: N-(4-fluorobenzyl)-5-methoxy-3-methyl-4-oxo-2-(thiophen-2-yl)-3,4-dihydroquinazoline-6-carboxamide; With aluminum (III) chloride; In dichloromethane; for 28h; Inert atmosphere; Reflux;

With hydrogenchloride; In dichloromethane; water; at 0 ℃; pH=1 - 2; Inert atmosphere;
DOI:10.1016/j.ejmech.2012.04.010

Reference yield:

: 1312305-91-1
N-(3-hydroxy-4-methylphenyl)-2,2-dimethylpropionamide

: 1383452-32-1
N-(4-fluorobenzyl)-5-hydroxy-3-methyl-4-oxo-2-(thiophen-2-yl)-3,4-dihydroquinazoline-6-carboxamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 2.5 h / 20 °C / Inert atmosphere; Reflux

1.2: 1 h / Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 10 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

2.3: 0 °C / pH 2 - 3

3.1: triethylamine / tetrahydrofuran / 2 h / -15 °C

4.1: tetrahydrofuran; water / -15 - 60 °C

5.1: pyridine; potassium permanganate / water / 3 h / 45 - 50 °C

5.2: 0 °C / pH 1 - 2

6.1: triethylamine / tetrahydrofuran / 1 h / -15 °C

7.1: tetrahydrofuran / -15 - 60 °C

8.1: hydrogenchloride / water / 1 h / Reflux

8.2: 0 °C / pH 9 - 10

9.1: magnesium sulfate; toluene-4-sulfonic acid / ethanol / 3 h / Reflux

10.1: iodine / ethanol / 9 h / 20 °C / Reflux

11.1: aluminum (III) chloride / dichloromethane / 28 h / Inert atmosphere; Reflux

11.2: 0 °C / pH 1 - 2 / Inert atmosphere

With pyridine; hydrogenchloride; aluminum (III) chloride; potassium permanganate; n-butyllithium; iodine; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; mineral oil;
DOI:10.1016/j.ejmech.2012.04.010

Reference yield:

: 143096-35-9
6-[(2,2-dimethyl-1-oxopropyl)amino]-2-methoxy-3-methylbenzoic acid

: 1383452-32-1
N-(4-fluorobenzyl)-5-hydroxy-3-methyl-4-oxo-2-(thiophen-2-yl)-3,4-dihydroquinazoline-6-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine / tetrahydrofuran / 2 h / -15 °C

2.1: tetrahydrofuran; water / -15 - 60 °C

3.1: pyridine; potassium permanganate / water / 3 h / 45 - 50 °C

3.2: 0 °C / pH 1 - 2

4.1: triethylamine / tetrahydrofuran / 1 h / -15 °C

5.1: tetrahydrofuran / -15 - 60 °C

6.1: hydrogenchloride / water / 1 h / Reflux

6.2: 0 °C / pH 9 - 10

7.1: magnesium sulfate; toluene-4-sulfonic acid / ethanol / 3 h / Reflux

8.1: iodine / ethanol / 9 h / 20 °C / Reflux

9.1: aluminum (III) chloride / dichloromethane / 28 h / Inert atmosphere; Reflux

9.2: 0 °C / pH 1 - 2 / Inert atmosphere

With pyridine; hydrogenchloride; aluminum (III) chloride; potassium permanganate; iodine; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1016/j.ejmech.2012.04.010