(±)-5-(4-fluorophenyl)-4-(3-hydroxyphenyl)-3,4-dihydropyrimidine-2(1H)-thione

Base Information

Chemical Name:(±)-5-(4-fluorophenyl)-4-(3-hydroxyphenyl)-3,4-dihydropyrimidine-2(1H)-thione
CAS No.:1609637-76-4
Molecular Formula:C₁₆H₁₃FN₂OS
Molecular Weight:300.356
Hs Code.:

Synonyms:(±)-5-(4-fluorophenyl)-4-(3-hydroxyphenyl)-3,4-dihydropyrimidine-2(1H)-thione

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Chemical Property of (±)-5-(4-fluorophenyl)-4-(3-hydroxyphenyl)-3,4-dihydropyrimidine-2(1H)-thione

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Technology Process of (±)-5-(4-fluorophenyl)-4-(3-hydroxyphenyl)-3,4-dihydropyrimidine-2(1H)-thione

There total 3 articles about (±)-5-(4-fluorophenyl)-4-(3-hydroxyphenyl)-3,4-dihydropyrimidine-2(1H)-thione 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: 84.0%

: 1609637-44-6
(±)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-5-(4-fluorophenyl)-3,4-dihydropyrimidine-2(1H)-thione

: 1609637-76-4
(±)-5-(4-fluorophenyl)-4-(3-hydroxyphenyl)-3,4-dihydropyrimidine-2(1H)-thione

Guidance literature:: (±)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-5-(4-fluorophenyl)-3,4-dihydropyrimidine-2(1H)-thione; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1.25h; Schlenk technique; Inert atmosphere;

With hydrogenchloride; silica gel; In tetrahydrofuran; water; ethyl acetate; at 20 ℃; for 20h; Schlenk technique; Inert atmosphere;
DOI:10.1039/c4ob00094c

Reference yield:

: 3-(t-butyldimethylsilanyloxy)phenyllithium

: 1609637-76-4
(±)-5-(4-fluorophenyl)-4-(3-hydroxyphenyl)-3,4-dihydropyrimidine-2(1H)-thione

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.25 h / 20 °C / Schlenk technique; Inert atmosphere

2.2: 20 h / 20 °C / Schlenk technique; Inert atmosphere

With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1039/c4ob00094c

Reference yield:

: 65423-56-5
1-bromo-3-[(tert-butyldimethylsilyl)oxy]benzene

: 1609637-76-4
(±)-5-(4-fluorophenyl)-4-(3-hydroxyphenyl)-3,4-dihydropyrimidine-2(1H)-thione

Guidance literature:: Multi-step reaction with 3 steps

1.1: tert.-butyl lithium / diethyl ether; pentane / 1.5 h / -80 °C / Schlenk technique; Inert atmosphere

2.1: tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.25 h / 20 °C / Schlenk technique; Inert atmosphere

3.2: 20 h / 20 °C / Schlenk technique; Inert atmosphere

With tetrabutyl ammonium fluoride; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; pentane;
DOI:10.1039/c4ob00094c