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ChemicalBook CAS DataBase List 4,6-DIPHENYL-1,2,3,4-TETRAHYDROPYRIMIDINE-2-THIONE

4,6-DIPHENYL-1,2,3,4-TETRAHYDROPYRIMIDINE-2-THIONE synthesis

6synthesis methods
-

Yield:6381-55-1 94%

Reaction Conditions:

with potassium hydroxide in ethanol at 50;Sonication;Green chemistry;

Steps:

General procedure for the synthesis of dihydropyrimidine-2-thiones 1-11

General procedure: In a round-bottomed flask, a mixture of the appropriate acetophenone (8 mmol), appropriate aromatic aldehyde (8 mmol), thiourea (12 mmol) and potassium hydroxide (80 mmol) in ethanol (20 ml) were placed in an ultrasonic bath at 50 °C for 30-90 min. After completion of the reaction, as monitored by TLC, the reaction volume was reduced to its half under vacuum and then poured into crushed ice. The produced precipitate was filtered off, washed with water, and dried. Crystallization from ethanol afforded the pure products (1-11). Yields: (78-95%). 4,6-Diphenyl-3,4-dihydropyrimidine-2(1H)-thione 1.[10] Off-white shiny crystals, yield 94%, mp 182-184 °C (reported mp 182-184 C); 1H NMR (300 MHz, CDCl3) d: 7.76 (s, 1H, NH), 7.38 (s, 5H, Ar-H), 7.36 (s, 5H,Ar-H), 7.07 (s, 1H, NH), 5.26 (s, 1H, H-4), 5.18 (s, 1H, H-5). 13C NMR (75 MHz,CDCl3) d: 174.75, 141.81, 133.49, 132.82, 129.12, 128.70, 128.56, 128.16, 126.47, 124.77, 100.19, 56.74.

References:

Abbass, Shymaa A.;Moustafa, Gamal A. I.;Hassan, Heba A.;Abuo-Rahma, Gamal El-Din A. [Synthetic Communications,2019,vol. 49,# 21,p. 2995 - 3000] Location in patent:supporting information