ChemicalBook CAS DataBase List 2-ACETAMIDO-6-METHYLPYRIDINE

2-ACETAMIDO-6-METHYLPYRIDINE synthesis

7synthesis methods

Product Name:2-ACETAMIDO-6-METHYLPYRIDINE
CAS Number:5327-33-3
Molecular formula:C8H10N2O
Molecular Weight:150.18

1824-81-3
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75-05-8 Synthesis

75-05-8
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5327-33-3
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Yield:5327-33-3 78%

Reaction Conditions:

with phosphoric acid;sodium nitrite at 10 - 20;

Steps:

Synthesis of N-pyridinylacetamides 2a-g upon treatment with a mixture of NaNO₂-H₃PO₄ in a paste with acetonitrile (general procedure).
General procedure: Phosphoric acid (0.7 mL, 12 mmol) was added to acetonitrile (0.5 mL, 9.5 mmol), the resulting mixture was cooled to 10-15 °C. Then, a mixture of aminopyridine 1a-g (2 mmol) and sodium nitrite (0.56 g, 8 mmol) pretriturated in a mortar was added in small portions at such a rate that allowed us to avoid vigorous liberation of nitrogen oxides. The resulting paste was thoroughly triturated and allowed to stand at 10-15 °C for 10 min and then at 20 °C for the period of time indicated in Table 1. The reaction progress was monitored by TLC (eluent hexane-acetone, 1 : 3) and GCMS. Upon completion, the reaction mixture was diluted with water, neutralized with NaHCO₃, and extracted with ethyl acetate. The organic layer was separated and dried with Na2SO4, the solvent was evaporated. Compounds 2a-g were purified by recrystallization from ethanol. Yields and m.p. of compounds 2a-g are summarized in Table 1. NMR spectra and m.p. of compounds obtained correspond to the data published for authentic samples.

References:

Chudinov;Dovbnya;Krasnokutskaya;Ogorodnikov;Filimonova [Russian Chemical Bulletin,2016,vol. 65,# 9,p. 2312 - 2314][Izv. Akad. Nauk, Ser. Khim.,2016,# 9,p. 2312 - 2314,3]

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1824-81-3
471 suppliers
$8.00/25g