Process for making N-(N'-methylenepyrrolidonyl)-2-substituted an

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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71 95, 2603265FL, 568584, A01N 922, C07D20726

Type

Patent

Status

active

Patent number

042161525

Description

ABSTRACT:
This invention relates to an improved process for making N-(N'-methylenepyrrolidonyl)-2-substituted anilines which are useful intermediates in the synthesis of agricultural herbicides.
This process of the invention comprises reacting a 2-substituted aniline with N-chloromethylpyrrolidone at about room temperature in the presence of an acid acceptor. Such room temperature alkylation of the aniline prevents excessive side reactions, particularly with a substituent in the 2-position of the aniline, such as an alkenyl group, which is sensitive to alkylating agents which require excessive heating to effective the condensation reaction.

REFERENCES:
patent: 3651085 (1972-03-01), Lunsford
patent: 3769301 (1973-10-01), Olin
Morrison, R. and R. Boyd, "Organic Chemistry", 3rd ed., Allyn and Bacon, Inc., Boston, (1974), p. 742.

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