Process for the preparation of substituted or unsubstituted 4-py

Details Process for the preparation of substituted or unsubstituted 4-py Process for the preparation of substituted or unsubstituted 4-py

1974-12-04

1976-06-29

Siles, Henry R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D21370

Patent

active

039667413

ABSTRACT:
4-Pyridylthioacetic acid is prepared economically without the formation of any noxious substance by (1) reacting a 4-nitropyridyl-N-oxide with a lower alkyl thioglycolate or with thioglycolic acid to form 4-thioglycolic acid (or 4-thioglycolate)-pyridyl-N-oxide, (2) reducing the latter oxide in the form of its 4-alkyl thioglycolate to obtain the corresponding 4-pyridylthioglycolic acid ester, and (3) converting said ester into a 4-pyridylthioacetic acid by saponification followed by acidification. When a lower alkyl thioglycolate is used for the reaction in step (1), step (2) can follow directly for reduction of the reaction product, and high yields are obtained.

REFERENCES:
patent: 3644377 (1972-02-01), Sapino, Jr. et al.
Okamoto et al., Chem. Pharm. Bulletin (Tokyo) vol. 11, (1963), pp. 785-792.
Katritsky et al., J. Chem. Soc. (1958) pp. 1263-1266.
Werner, Industrial and Engineering Chem., vol. 40, No. 9, (1948), pp. 1574-1581.

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