Sodium Hydroxide → 5-(4-Methylphenyl)-1,2,4-oxadiazole

HRID 2416507Notes

Reaction equation

HRID 2416507 reaction equation
Cl.NO.[OH-].[Na+].O1CCOCC1.C[N:13]([CH:15]=[N:16][C:17](=[O:25])[C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=1)C>C(O)(=O)C>[CH3:24][C:21]1[CH:22]=[CH:23][C:18]([C:17]2[O:25][N:13]=[CH:15][N:16]=2)=[CH:19][CH:20]=1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 443297Hydroxyamine hydrochlorideHCID 22630938N-dimethylaminomethylene-4-methyl-benzamide

Product 1

HCID 223397895-(4-Methylphenyl)-1,2,4-oxadiazole

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 3.54 g (0.0510 mol) of hydroxylamine hydrochloride in a mixture of 10.2 mL (0.0510 mol) of 5 N NaOH, dioxane (50 mL), and 70% aq. acetic acid (100 mL), is added 6.79 g (0.0424) of N-[(dimethylamino)methylene]-4-methylbenzamide (prepared as described in J. Chem. Soc. Perkin. Trans. 1 1989, 589). The mixture is stirred at 90° C. for 1.5 h and the product is isolated from the cooled reaction mixture. MS 161 (M+H)+.

Workup

  1. customthe product is isolated from the cooled reaction mixture

Sources & evidence

ORD record
ord-0b8a2221974b43c1a2e7a644e0119835
Source dataset
uspto-grants-2004_11
Patent number
US06825170B2

Reaction notes

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