Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Patent
1981-02-03
1983-02-01
Helfin, Bernard
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
568669, 568676, 568686, 549427, 549504, 549511, C07C 4101
Patent
active
043717179
ABSTRACT:
The present invention is directed to a process for the preparation of certain N-substituted-2-haloacetanilides via the reaction of a secondary 2-haloacetanilide with a haloalkyl ether, particularly, halomethyl ethers, which comprises forming the ether in situ by the in-solvent reaction of an alcohol, formaldehyde or other aldehyde and an acid halide to produce high purity haloalkyl ethers, while decreasing the concentration of undesirable bis by products, as for example bis(chloromethyl) ether. The ether formed in situ thereafter reacts with the secondary 2-haloacetanilide in the presence of a phase transfer catalyst and base to form the N-substituted-2-haloacetanilide.
REFERENCES:
patent: 2508916 (1950-05-01), Harris et al.
patent: 2652432 (1953-09-01), Bauman et al.
patent: 2667516 (1954-01-01), Bauman et al.
patent: 2681939 (1954-06-01), Bauman et al.
patent: 2805259 (1957-09-01), Hurd
patent: 2863752 (1958-12-01), Ham et al.
patent: 2888490 (1959-05-01), Walter et al.
patent: 2916522 (1959-12-01), McRae
patent: 3356735 (1967-12-01), Suzuki
patent: 3442945 (1969-03-01), Olin
patent: 3832406 (1974-08-01), Stock
patent: 3883602 (1975-05-01), Ens
patent: 3884982 (1975-05-01), Ens
patent: 3929905 (1975-12-01), Cross et al.
patent: 3937730 (1976-02-01), Vogel et al.
patent: 3952056 (1976-04-01), Vogel et al.
patent: 3972947 (1976-08-01), Weinstock et al.
patent: 4070179 (1978-01-01), Vogel et al.
patent: 4160660 (1979-07-01), Vogel et al.
patent: 4168965 (1979-09-01), Vogel et al.
patent: 4200451 (1980-04-01), Vogel et al.
Hubele, CA 90; 87084k (1979).
Markus Neuenschwander et al., "Chloroacetylation and Bromoacylation of Carbonyl Compounds: A Forgotten Carbonyl Reaction", Hellvetich Chimica Acta, vol. 61, Series 6, No. 192 (1978), pp. 2047-2058.
Monsanto Company, CA 67:99832r (1967).
Alt Gerhard H.
Chupp John P.
Coburn Patricia A.
Helfin Bernard
Monsanto Company
Stanley Howard C.
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