Takahashi, Torizo’s team published research in Chem. & Pharm. Bull. (Tokyo) in 1960 | 25504-47-6

Chem. & Pharm. Bull. (Tokyo) published new progress about Insecticides. 25504-47-6 belongs to class piperidines, and the molecular formula is C7H11NO3, Formula: C7H11NO3.

Takahashi, Torizo; Kariyone, Kazuo published the artcile< Studies on insecticides. V. Synthesis of 2-piperidone derivatives>, Formula: C7H11NO3, the main research area is .

Distillation of 3-methyl-2(1H)-pyridone after hydrogenation gave two fractions: 3-methyl-2-piperidone, b8 128-31°, and 1,3-dimethylpiperidine (I); picrate m. 105°. NaNO2 (6.5 g.) in 30 ml. H2O added dropwise to 8.0 g. 2-amino-4-ethylpyridine in 120 ml. 10% HCl, the mixture stirred 0.5 hr., refluxed 3 hrs., and evaporated to dryness in vacuo, the residue dissolved in H2O, and the solution neutralized, extracted with CHCl3, dried, and concentrated in vacuo gave 5.5 g. 4-ethyl-2(1H)-pyridone (II). A solution containing 9.0 g. isonicotinic acid 1-oxide in 50 ml. MeOH and 1 g. H2SO4 refluxed 5 hrs., concentrated, diluted with 20 ml. H2O, neutralized, extracted with CHCl3, dried, and evaporated to dryness gave Me isonicotinate 1-oxide (III), m. 121° (acetone); picrate derivative m. 107° (EtOH). Hydrogenation of II and III yielded 4-ethyl-2-piperidone and Me 2-oxoisonipecotate, resp. Acetylation of 4-ethylpyridine 1-oxide gave 4-(1-hydroxyethyl)pyridine, m. 63°. III refluxed with Ac2O and concentrated in vacuo, the residue dissolved in H2O, and the solution neutralized and extracted with CHCl3 gave a 4-carbomethoxy-2(1H)-pyridone, m. 210° (acetone).

Chem. & Pharm. Bull. (Tokyo) published new progress about Insecticides. 25504-47-6 belongs to class piperidines, and the molecular formula is C7H11NO3, Formula: C7H11NO3.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem