| Identification | More | [Name]
1,3-Thiazol-2-ylmethanol | [CAS]
14542-12-2 | [Synonyms]
1,3-THIAZOL-2-YLMETHANOL
2-HYDROXYMETHYLTHIAZOLE
2-THIAZOLEMETHANOL
RARECHEM AL BD 0750
2-(Hydroxymethyl)-1,3-thiazole
2-(Hydroxymethyl)-1,3-thiazole 97%
THIAZOL-2-YL-METHANOL | [EINECS(EC#)]
696-096-2 | [Molecular Formula]
C4H5NOS | [MDL Number]
MFCD06200855 | [Molecular Weight]
115.15 | [MOL File]
14542-12-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
62-64.5 | [Boiling point ]
76°C/0.2mmHg(lit.) | [density ]
1.339±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder to crystal | [pka]
12.87±0.10(Predicted) | [color ]
White to Orange to Green | [CAS DataBase Reference]
14542-12-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Harmful | [HS Code ]
2934100090 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
1,3-Thiazol-2-ylmethanol is a reagent used in the synthesis of quinazoline analogs which is an anti-proliferative activities and EGFR inhibitory potency. | [Synthesis]
General procedure for the synthesis of 2-hydroxymethylthiazole from 2-formylthiazole: Thiazole-2-carbaldehyde (301 mg, 2.66 mmol) was dissolved in methanol (15 mL) at 0 °C. Subsequently, sodium borohydride (151 mg, 3.99 mmol) was slowly added to the reaction system and the reaction was continuously stirred for 2 h at this temperature. Upon completion of the reaction, the reaction mixture was poured into water (10 mL) to terminate the reaction. The solvent was removed by rotary evaporator and the resulting residue was extracted with ethyl acetate (15 mL x 3). The organic phases were combined, washed with saturated saline (15 mL) and dried over anhydrous sodium sulfate. After filtration, the organic solvent was removed by concentration under reduced pressure, and the crude product obtained was purified by column chromatography (eluent: petroleum ether/ethyl acetate, 5:1, v/v/v/v), and finally 285 mg of a light yellow oily product was obtained with a yield of 93%. | [References]
[1] Chinese Journal of Chemistry, 2014, vol. 32, # 6, p. 538 - 544
[2] Patent: CN106749268, 2017, A. Location in patent: Paragraph 0798; 0799
[3] European Journal of Organic Chemistry, 2017, vol. 2017, # 33, p. 4972 - 4983
[4] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2007, vol. 62, # 12, p. 1525 - 1529
[5] Tetrahedron, 1988, vol. 44, # 7, p. 2021 - 2032 |
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