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840 Pesticides Synthesis Handbook
Ethofumesate
Uses: herbicide, sugar beet, pasture, tobacco, sunflowers
Trade names: Nortron, Tramat (Schering)
Type: benzofuran, sulfonate
Synthesis:
0 [~~~,~ + --CII--C--C--II [i
0 C
base
!
HO -c-
p-benzoquinone isobutyraldehyde
+
t !
-c-c-OH ethanol
t I
i I
-c-
~~Jx /o-'~-c'-
9 -  o i a j
ox 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 Chemical 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 morpholine
o
II
0II
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--Oil
I I
~HCI
o
I II I-,C--
.--c--S--o
'
~ --C--
I . I
O---C--C---
I I

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Ethofumesate synthesis

  • 1. 840 Pesticides Synthesis Handbook Ethofumesate Uses: herbicide, sugar beet, pasture, tobacco, sunflowers Trade names: Nortron, Tramat (Schering) Type: benzofuran, sulfonate Synthesis: 0 [~~~,~ + --CII--C--C--II [i 0 C base ! HO -c- p-benzoquinone isobutyraldehyde + t ! -c-c-OH ethanol t I i I -c- ~~Jx /o-'~-c'- 9 - o i a j ox 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
  • 2. Diverse Chemical 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 morpholine o II 0II 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--Oil I I ~HCI o I II I-,C-- .--c--S--o ' ~ --C-- I . I O---C--C--- I I