Process for preparing 2-oxo-dihydrobenzo(d)(1,3)-oxazines

Details Process for preparing 2-oxo-dihydrobenzo(d)(1,3)-oxazines Process for preparing 2-oxo-dihydrobenzo(d)(1,3)-oxazines

1980-09-10

1981-11-17

Ford, John M.

Organic compounds -- part of the class 532-570 series

Organic compounds

Chalcogen in the nitrogen containing substituent

C07D26518

Patent

active

043012833

ABSTRACT:
A process for preparing 2-oxo-dihydrobenzo[d][1,3]oxazines (also named 1,4-dihydro-2H-3,1-benzoxazin-2-ones) which process comprises treating a suspension or solution of a 2-carbamoyl-benzyl alcohol in a substantially water-immiscible organic medium with aqueous alkaline hypochlorite or hypobromite having a pH of at least 11 in the presence of a phase transfer catalyst; and conversion of the 2-oxo-dihydrobenzo[d][1,3]oxazines to corresponding 2-amino-benzyl alcohols which are useful as intermediates in the production of dyes, pharmaceuticals and herbicides.

REFERENCES:
patent: 3705154 (1972-12-01), Aelony et al.
Graebe et al., Chem. Ber. vol. 35, pp. 2751-2752 (1902).
Lindemann et al., Ann. Chem., vol. 464, pp. 245-247 (1928).
Starks., J. Amer. Chem. Soc., vol. 93, p. 195 (1971).
Dehmlow, Angew. Chem., Int. Ed. vol. 13, p. 170 (1974).
Lee et al., Tetrahedron Letters, No. 20, pp. 1641-1644 (1976).

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