Hexahydropyrimidine derivatives

Organic compounds -- part of the class 532-570 series – Organic compounds – Nitrogen attached directly or indirectly to the purine ring...

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C07D23926

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051069750

ABSTRACT:
When a phenol having substituents in at least the 2- and 4-positions but having a hydrogen atom in the 6-position, or a phenol having substituents in at least the 2- and 6-positions but having a hydrogen atom in the 4-position is reacted with formaldehyde and 1,3-propanediamine, a unique insertion-condensation reaction occurs whereby the product is a hexahydropyrimidine derivative which may be represented by the general formula ##STR1## wherein R.sub.1 is (i) a 2-hydroxybenzyl group having an inert substituent (preferably a hydrocarbyl substituent) in at least the 3- and 5-positions or (ii) a 4-hydroxybenzyl group having an inert substituent (preferably a hydrocarbyl substituent) in at least the 3- and 5-positions; and R.sub.2 is (i) a 2-hydroxybenzyl group having an inert substituent (preferably a hydrocarbyl substituent) in at least the 3- and 5-positions or (ii) a 4-hydroxybenzyl group having an inert substituent (preferably a hydrocarbyl substituent) in at least the 3- and 5-positions or (iii) a hydrogen atom. Uses for such compounds include their use as antioxidants and stabilizers for various substrates, such as fuels, lubricants, and functional fluids.

REFERENCES:
patent: 3988367 (1976-10-01), Gaudette et al.
Crook et al., Chemical Abstracts, vol. 83, entry 180306z (1975).
Billman et al., J. Med. Chem., vol. 9, pp. 347-351 (1966).
Billman et al., Chemical Abstracts, vol. 64, entry 17590b (1966).

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