Coumarin and similar derived products

842

Pesticides Synthesis Handbook

COUMARIN AND SIMILAR DERIVED PRODUCTS

Nearly

all c o u m a r i n

pesticides

have a s t r u c t u r e

OH

~%

R

o

obtained

by r e a c t i o n

following

between

4 hydroxy

coumarin

and one of the

:

R--X

where

X is a h a l o g e n

R-- OH

I

C -- C----C----C--I

R --

I

\

II

o

( benzalacetone

I

)

reacts with 4 h y d r o x y c o u m a r i n on the 3 p o s i t i o n

A more

unusual

starting

(obtained by reaction which

undergoes

4 hydroxy

itself i s

with m e t a l l i c

is 3 c a r b e t h o x y

salycylaldehyde

decarboxylation

coumarin

by t r e a t m e n t

material

between

when

reacting

synthesized

4 hydroxy

and malonic

with b e n z a l a c e t o n e .

from m e t h y l acetyl s a l i c y l a t e

sodium

o

II

o

i

coumarin acid)

I

OH