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Chemical Structure| 67242-59-5 Chemical Structure| 67242-59-5
Chemical Structure| 67242-59-5

N-Methyl-N-(pyridin-2-yl)formamide

CAS No.: 67242-59-5

4.5 *For Research Use Only !

Cat. No.: A140260 Purity: 98%

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Product Details of [ 67242-59-5 ]

CAS No. :67242-59-5
Formula : C7H8N2O
M.W : 136.15
SMILES Code : O=CN(C)C1=NC=CC=C1
MDL No. :MFCD00006260

Safety of [ 67242-59-5 ]

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

Application In Synthesis of [ 67242-59-5 ]

* 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 [ 67242-59-5 ]

[ 67242-59-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1006-68-4 ]
  • [ 67242-59-5 ]
  • [ 96829-89-9 ]
YieldReaction ConditionsOperation in experiment
a) According to reference (Synthesis 1984,1048-1050), to a solution of 5- [PHENYLOXAZOLE] (1.5 g, 10.3 mmol) in THF: diethyl ether (2: 1,50 mL) at-78 C is added n-butyl lithium (7.1 [ML] of 1.6 M solution in hexanes, 11.4 mmol). The reaction is stirred at-78 C for 30 minutes after which time a solution of N-methyl-2- pyridyl formamide (1.85 mL, 15.5 mmol) in THF (20 mL) is added. The reaction mixture is stirred at-78 C for 30 min and then at [25 C] for 14 hours. It is quenched by addition of water and extracted with ethyl acetate. The combined organic layers are washed with 10 % [HCI,] saturated sodium bicarbonate and brine before being dried over sodium sulfate and concentrated. The resulting oil is purified by column chromatography (5% ethyl acetate in hexanes) to afford 246 mg [OF 5-PHENYL-1,] 3- oxazole-2-carbaldehyde.
A solution of <strong>[1006-68-4]5-phenyloxazole</strong> (0.192 g) in 2: 1 tetrahydrofuran/diethyl ether (7 mL) was cooled to -780C, and treated with n-butyl lithium (0.582 mL) dropwise under Argon. The mixture was stirred for 30 minutes at -780C, at this time a solution of N-methyl-N-(pyridin-2-yl) formamide (0.270 g) in tetrahydrofuran (2.6 mL) was added dropwise to the solution. After stirring at -780C for 30 minutes, the mixture was allowed to warm up to room temperature and stirring continued overnight. The mixture was quenched by the addition of water and extracted with ethyl acetate. The combined extracts were washed with 10% hydrochloric acid, saturated aqueous solution of sodium bicarbonate and brine, dried and concentrated in vacuo and purified by column chromatography on silica gel (10-50% ethyl acetate in hexane) to provide the title compound (0.016 g) with the following physical data.1H NMR (DMSO-d6): δ 9.72 (s, IH), 8.12 (s, IH), 7.88 (d, J = 7.02 Hz, IH), 7.60-7.49 (m, 4H); Mass data (APCI, Pos ): m/z 174 (M + H)+.
  • 2
  • [ 1513-65-1 ]
  • [ 67242-59-5 ]
  • [ 155601-65-3 ]
 

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