1-(1,5-DIMETHYL-1H-PYRAZOL-4-YL)ETHANONE synthesis

8synthesis methods

Product Name:1-(1,5-DIMETHYL-1H-PYRAZOL-4-YL)ETHANONE
CAS Number:21686-05-5
Molecular formula:C7H10N2O
Molecular Weight:138.17

4637-24-5 Synthesis

4637-24-5
622 suppliers
$5.00/25g

60-34-4
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$65.59/25g

123-54-6 Synthesis

123-54-6
581 suppliers
$10.00/25ml

1-(1,5-DIMETHYL-1H-PYRAZOL-4-YL)ETHANONE

21686-05-5
29 suppliers
$100.00/50mg

Yield:21686-05-5 97%

Reaction Conditions:

with 2,2,2-trifluoroethanol at 0 - 20; for 0.0833333 h;regioselective reaction;

Steps:

4.3. General procedure for preparation of the methylpyrazoles

Methylhydrazine (1.2 mmol) in TFE (1 ml) was slowly added to a solution of β-dicarbonyl (1 mmol) and N,N-dimethylformamide dimethyl acetal (1.2 mmol) in TFE (1 ml) at 0 °C and then the mixture was stirred at room temperature. The reaction was monitored by TLC. After completion of the reaction, water (10 ml) was added to the mixture and extracted with ethylacetate (2× 10 ml). The ethylacetate was washed with sodium hydrogen carbonate solution and water, then dried and evaporated the solvent to give desired product. The percent of regioisomers 3 and 4 was identified by ¹H NMR spectroscopy (refPreviewPlaceHolderTable 3, entries 1-3, 5-6).CommentReaction with 1,3-cyclohexanedione was carried out at reflux temperature (refPreviewPlaceHolderTable 3, entry 4). In the case of open-chain β-diketones, under optimal reaction conditions required two equivalents of DMFDMA under optimal reaction conditions required two equivalents of DMFDMA.

References:

Alinezhad, Heshmatollah;Tajbakhsh, Mahmood;Zare, Mahboobeh [Journal of Fluorine Chemistry,2011,vol. 132,# 11,p. 995 - 1000] Location in patent:experimental part