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Chemical Structure| 32974-92-8 Chemical Structure| 32974-92-8
Chemical Structure| 32974-92-8

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2-Acetyl-3-ethylpyrazine has a distinctive aromatic odor and is commonly used in food flavoring and chemical synthesis research.

4.5 *For Research Use Only !

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Product Details of 2-Acetyl-3-ethylpyrazine

CAS No. :32974-92-8
Formula : C8H10N2O
M.W : 150.18
SMILES Code : CCC1=C(N=CC=N1)C(C)=O
MDL No. :MFCD00038028
InChI Key :PPJSYGVFDJEMRP-UHFFFAOYSA-N
Pubchem ID :61918

Safety of 2-Acetyl-3-ethylpyrazine

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

Application In Synthesis of 2-Acetyl-3-ethylpyrazine

* 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 [ 32974-92-8 ]

[ 32974-92-8 ] Synthesis Path-Downstream   1~35

  • 2
  • [ 32974-92-8 ]
  • 4-ethyl-3-methyl-[1,2,3]triazolo[1,5-<i>a</i>]pyrazine [ No CAS ]
  • 3
  • [ 32974-92-8 ]
  • 2-bromo-1-(3-ethylpyrazin-2-yl)ethanone dihydrobromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
41% With hydrogen bromide; bromine; In methanol; water; at 60℃; for 3h; To a solution of 6 g (40 mmol) 1-(3-Ethyl-pyrazin-2-yl)-ethanone in 21 ml HBr (33%) and 7 ml methanol was added 2 ml (40 mmol) bromine and the mixture was heated to 60 C for 3 h. After removal of the volatiles under reduced pressure the residue was washed with diethyl ether and ethyl acetate. 6.4 g (41%) of the title compound was obtained as grey solid. MS (m/e): 229.1 (M+H, 100%).
  • 4
  • [ 50-00-0 ]
  • [ 109-56-8 ]
  • [ 32974-92-8 ]
  • [ 1219023-60-5 ]
YieldReaction ConditionsOperation in experiment
at 130℃; for 2h; Example 2522-(N-isopropyl-2-hydroxyethyl)aminoethyl-3-ethyl-2-pyrazylketone 8725 <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> (150 mg), isopropylethanol amine (103 mg), and paraformaldehyde (38 mg) were reacted at 130 C. for 2 hours.NMR (CDCl3) 1.30 (m, 6H), 2.73 (m, 2H), 3.14 (m, 2H), 3.9 (m, 2H), 4.25 (m, 2H), 8.4, 8.5TG 75.4 (3 vitriol) 42.9 (10 mumol) 17.7 (30 mumol)SOCE 0 (10 mumol) 0 (30 mumol) 0 (100 mumolIICR 0 (10 vitriol) 0 (30 mumol) 80 (100 mumol)
  • 5
  • [ 110-91-8 ]
  • [ 32974-92-8 ]
  • [ 1391739-34-6 ]
  • 6
  • [ 50-00-0 ]
  • [ 3378-72-1 ]
  • [ 32974-92-8 ]
  • [ 1219023-58-1 ]
YieldReaction ConditionsOperation in experiment
In 1,4-dioxane; at 130℃; for 2h; Example 1882-(N-t-butylbenzyl)aminoethyl-2-(3-ethyl)-pyrazylketone 8658 <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> (151 mg), benzyl-t-butyl amine (149 mg), and paraformaldehyde (40 mg) were reacted in dioxane (0.2 ml) at 130 C. for 2 hours.NMR (CDCl3) 1.1 (m, 9H), 2.7 (m, 1H), 3.1 (m, 4H), 3.7 (m, 2H), 7-7.1 (m, 1H), 8.5-8.6 (m, 1H)TG 42 (3 mumol) 22 (10 mumol) 10 (30 mumol)SOCE 0 (10 mumol) 0 (30 mumol) 20 (100 mumol)IICR 50 (10 mumol) 90 (30 mumol) 100 (100 mumol)
  • 7
  • [ 50-00-0 ]
  • [ 32974-92-8 ]
  • [ 104-63-2 ]
  • [ 1219023-59-2 ]
YieldReaction ConditionsOperation in experiment
In 1,4-dioxane; at 130℃; for 2h; Example 1872-(N-hydroxyethylbenzyl)aminoethyl-2-(3-ethyl)-pyrazylketone 8657 <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> (150 mg), hydroxyethylisopropylamine (149 mg), and paraformaldehyde (40 mg) were reacted in dioxane (0.2 ml) at 130 C. for 2 hours.NMR (CDCl3) 1.3 (m, 3H), 2.6 (m, 4H), 3.2 (m, 4H), 8.6 (s, 1H), 8.7 (s, 1H)TG 90.3 (3 mumol) 73 (10 mumol) 30 (30 mumol)SOCE 0 (10 mumol) 0 (30 mumol) 10 (100 mumol)IICR 20 (10 mumol) 10 (30 mumol) 100 (100 mumol)
  • 8
  • [ 50-00-0 ]
  • [ 111-42-2 ]
  • [ 32974-92-8 ]
  • [ 1219023-61-6 ]
YieldReaction ConditionsOperation in experiment
at 130℃; for 2h; Example 2602-(N-bis-hydroxyethyl)aminoethyl-3-ethyl-2-pyrazylketone 8733 <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> (148 mg), diethanol amine (119 mg), and paraformaldehyde (40 mg) were reacted at 130 C. for 2 hours.NMR (CDCl3) 1.31 (t, 3H), 2.75 (m, 43H), 3.25 (m, 2H), 3.71 (m, 2H), 3.80 (M, 2H), 4.0 (m, 2H), 8.2 (s, 1H), 8.25 (s, 1H)TG 76.3 (3 mumol) 45.2 (10 mumol) 10.2 (30 mumol)SOCE 0 (10 mumol) 0 (30 mumol) 0 (100 mumol)IICR 20 (10 mumol) 0 (30 mumol) 20 (100 mumol)
  • 9
  • [ 50-00-0 ]
  • [ 102-97-6 ]
  • [ 32974-92-8 ]
  • [ 1219023-57-0 ]
YieldReaction ConditionsOperation in experiment
In 1,4-dioxane; at 130℃; for 2h; Example 1862-(N-isopropylbenzyl)aminoethyl-2-(3-ethyl)-pyrazylketone 8656 <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> (151 mg), benzylisopropylamine (149 mg), and paraformaldehyde (40 mg) were reacted in dioxane (0.2 ml) at 130 C. for 2 hours.NMR (CDCl3) 1.1-1.2 (m, 6H), 2.7 (m, 1H), 3.1 (m, 4H), 3.7 (m, 2H), 7-7.2 (m, 1H)TG 29 (3 mumol) 16 (10 mumol) 14 (30 mumol)SOCE 0 (10 mumol) 0 (30 mumol) 10 (100 mumol)IICR 70 (10 mumol) 90 (30 mumol) 100 (100 mumol)
  • 13
  • [ 555-16-8 ]
  • [ 32974-92-8 ]
  • [ 1433999-51-9 ]
  • 14
  • [ 100-10-7 ]
  • [ 32974-92-8 ]
  • [ 1433999-52-0 ]
  • 15
  • [ 4397-53-9 ]
  • [ 32974-92-8 ]
  • [ 1433999-53-1 ]
  • 16
  • [ 459-57-4 ]
  • [ 32974-92-8 ]
  • 3-(3-ethylpyrazin-2-yl)-5-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide [ No CAS ]
  • 17
  • [ 104-88-1 ]
  • [ 32974-92-8 ]
  • 5-(4-chlorophenyl)-3-(3-ethylpyrazin-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioamide [ No CAS ]
  • 18
  • [ 91-56-5 ]
  • [ 32974-92-8 ]
  • 3-(2-(3-ethylpyrazin-2-yl)-2-oxoethyl)-3-hydroxyindolin-2-one [ No CAS ]
  • 19
  • [ 563-41-7 ]
  • [ 32974-92-8 ]
  • C9H13N5O [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% In ethanol; at 20℃; for 4h; mixture of <strong>[32974-92-8]3-ethyl-2-acetylpyrazine</strong> (1.50 g, 10 mmol) andsemicarbazide hydrochloride (1.11 g, 10 mmol) in ethanol (30 ml)were stirred for 4 h at room temperature. The white solid wasprecipitated, then filtered and washed three times by cold ethanol.Yield: 1.78 g (86%).
  • 20
  • [ 21198-50-5 ]
  • [ 32974-92-8 ]
  • N′-(1-(3-ethylpyrazin-2-yl)ethylidene)piperidine-1-carbothiohydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% With acetic acid; In ethanol; for 4h;Reflux; General procedure: Previous method was used for preparing Ligands (L1-L7). Ethanol(10 mL, 1 mM) solution of piperidylthiosemicarbazide was added to corresponding aldehyde or ketone (one mole equivalent) and 5 drops of acetic acid glacial, with stirred and refluxed for 4 h. The precipitate was filtered with filter paper and rinsed with Cold ethanol. A vacuum desiccator was applied to dry the precipitate.
(1) Dissolving 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> in 20 mL of methanol,Stir at 60 C for 15 min,Then 20mL, 10mmola 3-piperidinyl thiosemicarbazone acetonitrile solution is added dropwise to the above solution,After refluxing at 60 C for 12 h,After cooling to room temperature, pour into the beaker and evaporate.The pale yellow crystal obtained above was filtered and washed with methanol three times.Ligand (L6)
  • 21
  • [ 32974-92-8 ]
  • C9H12ClCuN5S [ No CAS ]
  • 22
  • [ 32974-92-8 ]
  • C10H14BrCuN5S [ No CAS ]
  • 23
  • [ 32974-92-8 ]
  • C11H16BrCuN5S [ No CAS ]
  • 24
  • [ 79-19-6 ]
  • [ 32974-92-8 ]
  • 2-acetyl-3-ethylpyrazine thiosemicarbazone [ No CAS ]
YieldReaction ConditionsOperation in experiment
79.6% In methanol; at 60℃; for 24h; (1) 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> was dissolved in 20 ml of methanol,Stirring at 60 C for 15 min to prepare a solution;(2) taking 10 mmol of thiosemicarbazide dissolved in 20 ml of methanol,Then, the solution prepared in the step (1) is dropped into a methanol solution containing thiosemicarbazide,The reaction was stirred under reflux at 60 C for 24 h to give a pale yellow precipitate.After the reaction, the mixture was cooled to room temperature, poured into a beaker and evaporated, and the resulting precipitate was filtered.Washed 3 times with absolute ethanol, after drying, the ligand L1;Yield: 79.6%,
79.6% In methanol; at 65℃; for 3h; General procedure: The ligands L1-L4 were synthesized by reflux method. Shown in Scheme 1, 5mM of 2-Acetyl-3-ethylpyrazine and thiosemicarbazides (L1), 5mM of 2-Acetyl-3-ethylpyrazine and 4-methylthiosemicarbazide (L2), 5mM of 2-Acetyl-3-ethylpyrazine and 4-phenylthiosemicarbazide (L3), and 5mM of 2-Acetyl-3-ethylpyrazine and 3-pyrrolethiosemicarbazide (L4) were stirred in CH3OH for 3 h at 65C. The ligands were precipitated and filtered. L1-L4 were characterized by infrared spectroscopy, electrospray ionization mass spectrometry (ESI-MS), 1H NMR, and 13C NMR (Supplementary Figs S4- S31). L1: 2-Acetyl-3-ethylpyrazine-thiosemicarbazides; yield:79.6%. Anal. Calcd (%) for C9H13N5S: C, 48.41; H, 5.87; N, 31.36; S, 16.36. Found: C, 48.32; H, 5.80; N, 31.43; S, 16.40. IR, cm-1: 3430.8 (s, amide), 3234.7 (s, NH), 3158.7 (m, aromatic hydrogen), 1598.16, 1504.69, 1459 (s, aromatic), 1396.96 (m, C=N), 1293.39 (s, thioamide), 1155, 1102.57, 880 (m, C-H), 715 (m, C=S), 596. m/z (ESI): calcd for C9H13N5S, 222.08 [M-H]-. 1H NMR (400MHz, DMSO) delta 10.48 (s, 1H), 8.55 (d, J=2.4Hz, 1H), 8.49 (d, J=2.4Hz, 1H), 8.38 (s, 1H), 7.60 (s, 1H), 3.04 (q, J=7.4Hz, 2H), 2.35 (s, 3H), 1.20 (t, J=7.4Hz, 3H); 13C NMR (100MHz, DMSO) delta 179.42, 156.21, 150.18, 148.02, 142.99, 140.68, 28.00, 15.87, 12.75.
78.6% In methanol; at 65℃; for 4h; 1) <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> (420 ul, 3 mmol) was dissolved in methanol (20 ml).After dissolution,Add thiosemicarbazide (273 mg, 3 mmol),well mixed,The mixed solution was refluxed at 65 C for 4 h.filter,The filtrate evaporates at room temperature.There is a pale yellow crystal,Filter again,Wash 2-3 times with absolute ethanol,Obtaining a ligand L1;
(1) Dissolving 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> in 20 mL of methanol,Stir at 60 C for 15 min,Will then20 mL, 10 mmol of thiosemicarbazide in methanol was added dropwise to the above solution.After refluxing at 60 C for 12 h,After cooling to room temperature, pour into the beaker and evaporate.The pale yellow crystal obtained above was filtered and washed with methanol three times.Get ligand (L1);

  • 25
  • [ 6610-29-3 ]
  • [ 32974-92-8 ]
  • C10H15N5S [ No CAS ]
YieldReaction ConditionsOperation in experiment
86.7% In methanol; at 60℃; for 24h; (1) 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> was dissolved in 20 ml of methanol,Stirring at 60 C for 15 min to prepare a solution;(2) taking 10 mmol of 4-methylthiosemicarbazide dissolved in 20 ml of methanol,The solution prepared in the step (1) is dropwise added to a methanol solution containing 4-methylthiosemicarbazide, and the reaction mixture is stirred under reflux at 60 C for 24 hours to obtain a pale yellow precipitate.After the reaction, the mixture was cooled to room temperature, poured into a beaker and evaporated, and the resulting precipitate was filtered.Wash 3 times with absolute ethanol,After drying, the ligand L2 is obtained;Yield: 86.7%,
86.7% In methanol; at 65℃; for 3h; General procedure: The ligands L1-L4 were synthesized by reflux method. Shown in Scheme 1, 5mM of 2-Acetyl-3-ethylpyrazine and thiosemicarbazides (L1), 5mM of 2-Acetyl-3-ethylpyrazine and 4-methylthiosemicarbazide (L2), 5mM of 2-Acetyl-3-ethylpyrazine and 4-phenylthiosemicarbazide (L3), and 5mM of 2-Acetyl-3-ethylpyrazine and 3-pyrrolethiosemicarbazide (L4) were stirred in CH3OH for 3 h at 65C. The ligands were precipitated and filtered. L1-L4 were characterized by infrared spectroscopy, electrospray ionization mass spectrometry (ESI-MS), 1H NMR, and 13C NMR (Supplementary Figs S4- S31).
60% In methanol; at 65℃; for 4h; (1) <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> (420 ul, 3 mmol) was dissolved in methanol (20 ml).After dissolution,Add 4-methyl-3-thiosemicarbazide (315 mg, 3 mmol) and mix well.The mixed solution was refluxed at 65 C for 4 h.filter,The filtrate evaporates at room temperature.There are pale yellow crystals,Filter again,Wash 2-3 times with absolute ethanol,Obtaining compound L3;
(1) Dissolving 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> in 20 mL of methanol,Stir at 60 C for 15 min,Then 20mL, 10mmol4-methylthiosemicarbazideMethanol solution is added dropwiseInto the above solution,After refluxing at 60 C for 12 h,After cooling to room temperature, pour into the beaker and evaporate.The pale yellow crystal obtained above was filtered and washed with methanol three times.Get ligand (L2);

  • 26
  • [ 5351-69-9 ]
  • [ 32974-92-8 ]
  • C15H17N5S [ No CAS ]
YieldReaction ConditionsOperation in experiment
85.9% In methanol; at 60℃; for 24h; (1) 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> was dissolved in 20 ml of methanol,Stirring at 60 C for 15 min to prepare a solution;(2) taking 10 mmol of 4-phenylthiosemicarbazide dissolved in 20 ml of methanol,The solution prepared in the step (1) is dropwise added to a methanol solution containing 4-phenylthiosemicarbazide, and the reaction mixture is stirred under reflux at 60 C for 24 hours to obtain a pale yellow precipitate.After the reaction, the mixture was cooled to room temperature, poured into a beaker and evaporated, and the resulting precipitate was filtered.Wash 3 times with absolute ethanol,After drying, the ligand L3 is obtained;Yield: 85.9%,
85.9% In methanol; at 65℃; for 3h; General procedure: The ligands L1-L4 were synthesized by reflux method. Shown in Scheme 1, 5mM of 2-Acetyl-3-ethylpyrazine and thiosemicarbazides (L1), 5mM of 2-Acetyl-3-ethylpyrazine and 4-methylthiosemicarbazide (L2), 5mM of 2-Acetyl-3-ethylpyrazine and 4-phenylthiosemicarbazide (L3), and 5mM of 2-Acetyl-3-ethylpyrazine and 3-pyrrolethiosemicarbazide (L4) were stirred in CH3OH for 3 h at 65C. The ligands were precipitated and filtered. L1-L4 were characterized by infrared spectroscopy, electrospray ionization mass spectrometry (ESI-MS), 1H NMR, and 13C NMR (Supplementary Figs S4- S31).
(1) Dissolving 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> in 20 mL of methanol,Stir at 60 C for 15 min,Then 20mL, 10mmola 4-phenyl-3-thiosemicarbazone methanol solution is added dropwise to the above solution,After stirring at 60 C for 12 h,After cooling to room temperature, pour into the beaker and evaporate.The pale yellow crystal obtained above was filtered and washed with methanol three times.Get ligand (L3),;
  • 27
  • [ 5351-69-9 ]
  • [ 32974-92-8 ]
  • C15H16BrCuN5S [ No CAS ]
  • 28
  • [ 6926-58-5 ]
  • [ 32974-92-8 ]
  • C11H17N5S [ No CAS ]
YieldReaction ConditionsOperation in experiment
60.5% In methanol; at 65℃; for 4h; (1) <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> (420 ul, 3 mmol) was dissolved in methanol (20 ml).After dissolution,Add 4,4-dimethyl-3-thiosemicarbazide (360 mg, 3 mmol),well mixed,The mixed solution was refluxed at 65 C for 4 h.filter,The filtrate is volatilized at room temperature.There are pale yellow crystals,Filter again,Wash 2-3 times with absolute ethanol,Obtaining a ligand L4;
(1) Dissolve 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> in 20 mL of methanol and stir at 60 C for 15 min.Then, 20 mL, 10 mmol of 4,4-dimethyl-3-aminourea methanol solution was added dropwise to the above solution, and refluxed at 60 C.After the reaction was stirred for 12 h, it was cooled to room temperature, poured into a beaker and evaporated. The obtained pale yellow crystals were filtered and washed with methanol.Times, get the ligand (L4);
  • 29
  • [ 21198-48-1 ]
  • [ 32974-92-8 ]
  • C13H21N5S [ No CAS ]
YieldReaction ConditionsOperation in experiment
(1) Dissolving 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> in 20 mL of methanol,Stir at 60 C for 15 min,Then 20mL, 10mmol4,4-diethyl-3-aminourea methanol solution was added dropwise to the above solution,After refluxing at 60 C for 12 h,After cooling to room temperature, pour into the beaker and evaporate.The pale yellow crystal obtained above was filtered and washed with methanol three times.Ligand (L5)
  • 30
  • [ 21198-50-5 ]
  • [ 32974-92-8 ]
  • C14H20BrCuN5S [ No CAS ]
  • 31
  • [ 79-31-2 ]
  • [ 32974-92-8 ]
  • 1-(3-ethyl-5-isopropylpyrazin-2-yl)ethan-1-one [ No CAS ]
  • 32
  • [ 6499-14-5 ]
  • [ 32974-92-8 ]
  • C13H19N5S [ No CAS ]
YieldReaction ConditionsOperation in experiment
78.8% In methanol; at 60℃; for 24h; (1) 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> was dissolved in 20 ml of methanol,Stirring at 60 C for 15 min to prepare a solution;(2) taking 10 mmol of 3-pyrrol-3-thiosemicarbazide dissolved in 20 ml of methanol,The solution prepared in the step (1) is dropwise added to a methanol solution containing 3-pyrrol-3-thiosemicarbazide, and the reaction mixture is stirred under reflux at 60 C for 24 hours to obtain a pale yellow precipitate.After the reaction, it was cooled to room temperature and poured into a beaker to evaporate.The resulting precipitate was filtered and washed 3 times with absolute ethanol.After drying, the ligand L4 is obtained;
78.8% In methanol; at 65℃; for 3h; General procedure: The ligands L1-L4 were synthesized by reflux method. Shown in Scheme 1, 5mM of 2-Acetyl-3-ethylpyrazine and thiosemicarbazides (L1), 5mM of 2-Acetyl-3-ethylpyrazine and 4-methylthiosemicarbazide (L2), 5mM of 2-Acetyl-3-ethylpyrazine and 4-phenylthiosemicarbazide (L3), and 5mM of 2-Acetyl-3-ethylpyrazine and 3-pyrrolethiosemicarbazide (L4) were stirred in CH3OH for 3 h at 65C. The ligands were precipitated and filtered. L1-L4 were characterized by infrared spectroscopy, electrospray ionization mass spectrometry (ESI-MS), 1H NMR, and 13C NMR (Supplementary Figs S4- S31).
  • 33
  • [ 32974-92-8 ]
  • C40H60Bi2Cl6N20S4 [ No CAS ]
  • 34
  • [ 106011-68-1 ]
  • [ 32974-92-8 ]
  • C20H27N3O3S [ No CAS ]
  • 35
  • [ 13431-41-9 ]
  • [ 32974-92-8 ]
  • C15H17N5S [ No CAS ]
YieldReaction ConditionsOperation in experiment
82.3% In methanol; at 65℃; for 4h; (1) <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> (420 ul, 3 mmol) was dissolved in methanol (20 ml).After dissolution,4-Benzyl-3-thiosemicarbazide (501 mg 3 mmol) was added.well mixed,The mixed solution was refluxed at 65 C for 4 h.filter,The filtrate evaporates at room temperature.There are pale yellow crystals,Filter again,Wash 2-3 times with absolute ethanol,Obtaining a ligand L5;
 

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