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Chemical Structure| 137-00-8 Chemical Structure| 137-00-8
Chemical Structure| 137-00-8

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4-Methyl-5-thiazoleethanol is a sulfur-containing heterocyclic compound, a precursor to thiazole, with antimicrobial and anti-inflammatory activity, used in food additives and the fragrance industry.

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Product Details of 4-Methyl-5-thiazoleethanol

CAS No. :137-00-8
Formula : C6H9NOS
M.W : 143.21
SMILES Code : C1=NC(=C(S1)CCO)C
MDL No. :MFCD00005339
InChI Key :BKAWJIRCKVUVED-UHFFFAOYSA-N
Pubchem ID :1136

Safety of 4-Methyl-5-thiazoleethanol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 4-Methyl-5-thiazoleethanol

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 137-00-8 ]

[ 137-00-8 ] Synthesis Path-Downstream   1~7

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YieldReaction ConditionsOperation in experiment
96.3% for 2h;Reflux; 5-(2-hydroxyethyl)-4-methylthiazole 7 (3.0 g, 21.0 mmol) and methyl iodide (2.64 mL, 42.0 mmol) were mixed and refluxed for 2 h. After evaporation of excess methyl iodide, to the residual brown syrup was added ether (50 mL) and stirred for 30 min, the precipitate was filtered to get 17 as a pale-yellow solid (5.76 g, 96.3%). Mp: 82-84 C; 1H NMR (D2O, ppm): 4.14 (s, 3 H, CH3N), 3.90 (t, 2 H, CH2CH2O, J = 5.6 Hz), 3.19 (t, 2 H, CH2CH2O, J = 6.0 Hz), 2.53 (s, 3 H, CCH3).
96.2% at 50℃; for 2h; 5-(2-Hydroxyethyl)-4-methylthiazole (100.0 g, 698.2 mmol) and methyl iodide (100.0 mL, 1500.0 mmol) were mixed and refluxed for 2 h. After evaporation of excess methyl iodide, to the residual brown syrup was added ether (100 mL) and stirred for 30 min, the precipitate was filtered to yield 9 as a pale-yellow solid (191.4 g, 96.2%). Mp: 82-84 C. 1H-NMR (DMSO-d6, ppm): 2.43 (s, 3H), 3.03 (t, 2H, J = 5.5 Hz), 3.63 (t, 2H, J = 5.6 Hz), 4.09 (s, 3H), 9.96 (s, 1H); MS m/z [M]+ calculated for C7H12NS+: 158.1; found: 158.1.
93% at 70℃; for 4h; Take 2- (4-methyl-5-thiazolyl) ethanol8.6 g (60 mmol) was added dropwise to 17.04 g (120 mmol) of methyl iodide, and the mixture was heated to 70 C and stirred for 4 hours. The solution was monitored by thin layer chromatography. After completion of the reaction, the excess methyl iodide was distilled off to give 15.9 g of a yellow powder as a solid, the yield was 93%, and the reaction was carried out without purification.
191.4 g for 2h;Reflux; 4-Methyl-5-thiazole ethanol (100 g, 698.2 mmol) And iodomethane (100 ml, 1500. Ommol) The mixture was heated to reflux in an oil bath, 2h after the reaction was complete. After removing excess methyl iodide under reduced pressure, The iodide was obtained as a yellow crystalline solid N, 4-dimethyl-5- [2- (hydroxy) ethyl] thiazole (191.4 g)

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