840 Pesticides Synthesis Handbook

Ethofumesate

Uses: herbicide, sugar beet, pasture, tobacco, sunflowers

T r a d e n a m e s : Nortron, Tramat (Schering)

Type: benzofuran, sulfonate

Synthesis:

0 [ ~ ~ ~ , ~ + --C II --C--C-- I I [i 0 C

base

! HO - c -

p-benzoquinone isobutyraldehyde

+

t ! - c - c - O H ethanol

t I

i I

-c-

~~Jx /o-'~-c'- �9 - \ o i a j

o x ICI methane IS\, sulfonyl o c- chloride

I

o I I I| . - - c -

-c-S-o ~ , ' 'o' -c-

I I O--C--C-

- \0 / I I

ethofumesate

Diverse Chemica l Functions 841

alternate route :

I ! I --- C--- C--- C---

i I ' / c \ \

o

t%.. f

I I --c---c--c--

i U ' c-- I

isobutyraldehyde morpho l ine

o II

0 II o

l 0

i II I --C-- --c--S--o

' N o

o \ /

o Cl % /

s

0 C-- I

I - c -

Ho ~-/_~ N o

o X.._ . . /

I I - - c - - c - - O i l

I I

~ HCI o

I I I I - ,C- - . - - c - - S - - o

' ~ - - C - -

I . I O---C--C---

I I