1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone

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1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone Basic information
Product Name:1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone
Synonyms:2-methylamino-4-methyl-5-acetylthiazole;1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethan-1-one;Ethanone, 1-[4-methyl-2-(methylamino)-5-thiazolyl]-;1-[4-Methyl-2-(methylamino)-5-thiazolyl]ethanone;1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone
CAS:94284-66-9
MF:C7H10N2OS
MW:170.23
EINECS:
Product Categories:
Mol File:94284-66-9.mol
1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone Structure
1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone Chemical Properties
Melting point 201-203 °C
Boiling point 281.9±32.0 °C(Predicted)
density 1+-.0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka4.01±0.10(Predicted)
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone Usage And Synthesis
Synthesis
N-METHYLTHIOUREA

598-52-7

3-CHLORO-2,4-PENTANEDIONE

1694-29-7

1-(4-METHYL-2-(METHYLAMINO)THIAZOL-5-YL)ETHANONE

94284-66-9

General procedure for the synthesis of 1-(4-methyl-2-(methylamino)thiazol-5-yl)ethanone from N-methylthiourea and 3-chloro-2,4-pentanedione: 1-methylthiourea (6.00 g, 66.6 mmol) was dissolved in a mixture of methanol (130 mL) and pyridine (5 mL) and cooled in an ice bath. Subsequently, 3-chloropentane-2,4-dione (8.96 mL, 66.6 mmol) was added slowly and dropwise to this cooled solution. The reaction mixture was gradually warmed to room temperature and stirred continuously for 4 hours. Upon completion of the reaction, the resulting white solid precipitate was collected by filtration and washed with ether (20 mL) to give the final target product 1-(4-methyl-2-(methylamino)thiazol-5-yl)ethanone (8.94 g, 79% yield). The product was characterized by 1H-NMR (DMSO-d6): δ 2.39 (s, 3H, CH3), 2.49 (s, 3H, CH3), 2.91 (s, 3H, CH3), 9.12 (s, 1H, NH). Mass spectrometry (ESI) analysis showed a calculated value of 171.06 (C7H11N2OS+) for m/z [M+H]+ and a measured value of 171.06.

References[1] European Journal of Medicinal Chemistry, 2017, vol. 139, p. 762 - 772
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 7, p. 1662 - 1675
[3] Journal of Medicinal Chemistry, 2010, vol. 53, # 11, p. 4367 - 4378
[4] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 10, p. 3135 - 3140
[5] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 24, p. 7349 - 7356
1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone Preparation Products And Raw materials
Raw materialsN-Methylthiourea-->3-Chloro-2,4-pentanedione-->Methanol-->Pyridine
Tag:1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone(94284-66-9) Related Product Information
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