7-(4,6-Dimethoxypyrimidinyl)oxy- and -thiophthalides as novel herbicides: Part 1. CGA 279 233: a new grass-killer for rice.
A series of novel types of 7-(4,6-dimethoxypyrimidin-2-yl)oxy- and -thio-3-methyl-1 (3H)-isobenzofuranones were discovered at Dr R Maag AG. From the thio-isobenzofuranyl series, CGA 279 233--BSI-proposed common name pyriftalid--was chosen for further development as a grass herbicide for use in rice. General synthetic approaches to these new phthalic acid-derived compounds are given, with emphasis on the synthesis of pyriftalid and its physico-chemical behaviour.
Lüthy
C
C
Syngenta Crop Protection AG, CH-4002 Basel, Switzerland. christoph.luethy@syngenta.com
Zondler
H
H
Rapold
T
T
Seifert
G
G
Urwyler
B
B
Heinis
T
T
Steinrücken
H C
HC
Allen
J
J
D000095:Acetolactate Synthase / Q000037:antagonists & inhibitors*; D001572:Benzofurans / Q000138:chemical synthesis* / Q000494:pharmacology; D001681:Biological Assay; D002622:Chemistry, Agricultural / Q000379:methods; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D006207:Half-Life; D006540:Herbicides / Q000138:chemical synthesis* / Q000494:pharmacology; D007536:Isomerism; D015394:Molecular Structure; D012275:Oryza / Q000378:metabolism; D010795:Phthalic Acids / Q000138:chemical synthesis; D006109:Poaceae / Q000187:drug effects; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000494:pharmacology; D012987:Soil / Q000032:analysis; D013329:Structure-Activity Relationship
D001572:Benzofurans; D004791:Enzyme Inhibitors; D006540:Herbicides; D010795:Phthalic Acids; D011743:Pyrimidines; D012987:Soil; C433223:pyriftalid; D000095:Acetolactate Synthase