5-Methyl-2-thiazolemethanol
- CAS No.
- 202932-04-5
- Chemical Name:
- 5-Methyl-2-thiazolemethanol
- Synonyms
- 5-Methyl-2-thiazolemethanol;2-Thiazolemethanol, 5-methyl-;(5-methyl-2-thiazolyl)methanol
- CBNumber:
- CB82484822
- Molecular Formula:
- C5H7NOS
- Molecular Weight:
- 129.18
- MDL Number:
- MFCD08060774
- MOL File:
- 202932-04-5.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H319 |
| Precautionary statements | P264b-P280i-P305+P351+P338-P337+P313-P403-P501c |
| HS Code | 2934100090 |
5-Methyl-2-thiazolemethanol price More Price(46)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Apolloscientific | OR2604 | 2-(Hydroxymethyl)-5-methyl-1,3-thiazole 95% | 202932-04-5 | 250mg | $147 | 2026-06-04 | Buy |
| Apolloscientific | OR2604 | 2-(Hydroxymethyl)-5-methyl-1,3-thiazole 95% | 202932-04-5 | 500mg | $233 | 2026-06-04 | Buy |
| Activate Scientific | AS36421 | 5-Methyl-2-thiazolemethanol 95% | 202932-04-5 | 1g | $146 | 2026-06-04 | Buy |
| Apolloscientific | OR2604 | 2-(Hydroxymethyl)-5-methyl-1,3-thiazole 95% | 202932-04-5 | 1g | $368 | 2026-06-04 | Buy |
| Activate Scientific | AS36421 | 5-Methyl-2-thiazolemethanol 95% | 202932-04-5 | 5g | $537 | 2026-06-04 | Buy |
5-Methyl-2-thiazolemethanol Chemical Properties, Uses, Production
Uses
5-Methyl-2-thiazolemethanol is a useful reagent in the preparation of functionalized tetrahydro(ethano)triazolo[3,4-a]phthalazines as selective GABAA receptor agonists.
Synthesis
13838-78-3
202932-04-5
The general procedure for the synthesis of 5-methylthiazole-2-methanol from 2-methylthiazole-5-carbaldehyde was as follows: 1. a solution of n-BuLi (8.4 mL, 13.48 mmol) in THF (30 mL) was cooled to -70 °C under nitrogen protection and 2-bromo-5-methylthiazole (2.0 g, 11.23 mmol) was added slowly and dropwise. 2. Continue stirring the reaction mixture at -70 °C for 1.5 hours. 3. Maintaining -70 °C and nitrogen protection, DMF (1.3 mL, 16.85 mmol) was added dropwise to the reaction system and stirred at this temperature for 1 hour. 4. Quench the reaction with saturated aqueous ammonium chloride solution (5 mL) and partition the mixture between ethyl acetate and water. 5. The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated to give a yellow oil. 6. The yellow oily substance was dissolved in methanol (15 mL) and sodium borohydride (512 mg, 13.48 mmol) was added in batches under nitrogen protection and at -60 °C. The mixture was stirred at -60 °C and the reaction was quenched with ethyl acetate and water. 7. After stirring the reaction mixture at -60 °C for 1 h, the reaction was quenched with acetone and concentrated. 8. The residue was partitioned between ethyl acetate and water, the organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. 9. Purification by silica gel column chromatography using petroleum ether/ethyl acetate (3:1, v/v) as eluent gave 5-methylthiazole-2-methanol (1.3 g, 90.3% yield) as a brown oil. LCMS retention time: 0.366 min; LCMS (MH+): 130.
References
[1] Journal of Medicinal Chemistry, 2005, vol. 48, # 5, p. 1367 - 1383
[2] Patent: WO2013/80222, 2013, A1. Location in patent: Page/Page column 37
[3] Patent: WO2014/143799, 2014, A2. Location in patent: Page/Page column 368
[4] Patent: US2014/275528, 2014, A1. Location in patent: Paragraph 0281; 0282
5-Methyl-2-thiazolemethanol Preparation Products And Raw materials
5-Methyl-2-thiazolemethanol Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
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