ChemicalBook CAS DataBase List 2-P-TOLYL-THIAZOLE-4-CARBALDEHYDE

2-P-TOLYL-THIAZOLE-4-CARBALDEHYDE synthesis

7synthesis methods

Product Name:2-P-TOLYL-THIAZOLE-4-CARBALDEHYDE
CAS Number:55327-29-2
Molecular formula:C11H9NOS
Molecular Weight:203.26

36093-97-7 Synthesis

36093-97-7
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55327-29-2
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Yield:55327-29-2 70%

Reaction Conditions:

with manganese(IV) oxide in chloroform at 20; for 12 h;

Steps:

Synthesis of 2-p-tolylthiazole-4-carbaldehyde (5)

Synthesis of 2-p-tolylthiazole-4-carbaldehyde (5): A mixture of (2-p-tolylthiazol-4-yl)methanol derivative(4) (2.8 g, 13 mmol) and MnO2 (9.04 g, 104 mmol)were added to the 250 ml of chloroform and was stirredat room temperature for 12 hours. Then, chloroform wasevaporated under reduced pressure and diethyl ether(Et2O) was added. The mixture was filtered through apacked layer of diatomatous earth and was washed bydiethyl ether. Diethyl ether was evaporated under reducedpressure and the product was crystallized from ethanol.10 m.p. = 128-130 °C; Yield: 70 %; 1H NMR(400 MHz, CDCl3) δ/ppm: 2.4 (s, 3H, CH3), 7.25 (d,2H, J= 8 Hz, C3-H, C5-H phenyl), 7.84 (d, 2H, J = 8 Hz,C2-H C6-H phenyl), 8.1 (s, 1H, C4-H thiazole), 10.1 (s,C-H aldehyde); MS (m/z, %): 204 (15), 201 (100), 173(30), 140 (58), 115 (68), 89 (40), 84 (65), 58 (85). Elem.anal. for C11H9NOS: calcd. C: 65.00, H: 4.46, N: 6.89;found C: 64.93, H: 5.53, N: 6.83.

References:

Aliabadi, Alireza;Foroumadi, Alireza;Safavi, Maliheh;Ardestani, Sussan K. [Croatica Chemica Acta,2013,vol. 86,# 3,p. 245 - 251]