(2-P-TOLYL-THIAZOL-4-YL)-METHANOL synthesis
- Product Name:(2-P-TOLYL-THIAZOL-4-YL)-METHANOL
- CAS Number:36093-97-7
- Molecular formula:C11H11NOS
- Molecular Weight:205.28
35199-18-9
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Yield:36093-97-7 75%
Reaction Conditions:
with sulfuric acid in water;Reflux;
Steps:
Synthesis of (2-p-tolylthiazol-4-yl)methanol (4)
Synthesis of (2-p-tolylthiazol-4-yl)methanol (4): The 4-(Chloromethyl)-2-p-tolylthiazole derivative (4.5g, 22 mmol) (3) was dissolved in 75 ml water and 75 mlconcentrated H2SO4. The reaction was refluxed for 24-48 hours and the completion was monitored by TLC.The acidic reaction was neutralized by concentratedNaOH and remain overnight at room temperature toprecipitate the product. Purification of the obtainedproduct was done by crystallization from chloroformpetroleumether.10 m.p. = 114-115 °C; Yield: 75 %; 1HNMR (400 MHz, CDCl3) δ/ppm: 2.4 (s, 3H, CH3), 3.1(brs, 1H, OH), 4.8 (s, 2H, CH2), 7.2 (d, 2H, J = 8 Hz,C3-H, C5-H phenyl), 7.27 (s, 1H, C4-H thiazole), 7.82(d, 2H, J= 8 Hz, C2-H C6-H phenyl); IR (KBr) v/cm-1:3436, 2929 (C-H stretch, aliphatic), 1649, 1454 (C=Cstretch, phenyl), 1152 (C-O, stretch), 1029, 804, 599.Elem. anal. for C11H11NOS: Calc. C: 64.36, H: 5.40, N:6.82; found C: 64.41, H: 5.36, N: 6.85.
References:
Aliabadi, Alireza;Foroumadi, Alireza;Safavi, Maliheh;Ardestani, Sussan K. [Croatica Chemica Acta,2013,vol. 86,# 3,p. 245 - 251]
132089-32-8
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2362-62-1
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104-85-8
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