# US 5,344,978 A · N-acetonyl-substituted-naphthyl-amides

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- Number: US 5,344,978 A
- Document ID: US5344978A
- Status: Granted
- Kind: A
- Application number: 07/994,247
- Filed: 1992-12-21
- Granted: 1994-09-06
- Earliest claimed: 1984-07-26
- Assignees: Rohm and Haas Company
- Inventors: Ashok K. Sharma
- Web page: https://patentgrep.com/patent/US5344978A

## CPC

- C07D 207/325: with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
- A01N 37/20: containing the group [IMAGE cpc-sch-A01N-0935.gif], wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
- A01N 39/02: Aryloxy-carboxylic acids; Derivatives thereof
- A01N 39/04: Aryloxy-acetic acids; Derivatives thereof
- A01N 43/08: with oxygen as the ring hetero atom
- A01N 43/10: with sulfur as the ring hetero atom
- A01N 43/40: six-membered rings
- A01N 43/80: five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
- C07D 213/81: Amides; Imides
- C07D 213/82: in position 3
- C07D 215/54: attached in position 3
- C07D 217/26: Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D 231/12: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D 233/56: with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D 239/28: with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D 249/08: 1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D 261/18: Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen
- C07D 263/34: with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D 307/68: Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D 333/38: Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS

## Abstract

Certain N-acetonyl-substituted-amides of the formula: ##STR1## wherein A naphthyl; X, Y and Z are selected from the group consisting of hydrogen, halo, cyano, thiocyano, isothiocyano, thio(C.sub.1 -C.sub.2)alkyl, (C.sub.1 -C.sub.2)alkoxy, carbamoyl, dithiocarbomoyl, hydroxy, azide, thiophenyl, imidazolyl or triazolyl group as described herein; R.sup.1 and R.sup.2 are each independently a hydrogen atom or a (C.sub.1 -C.sub.6)alkyl group; and compositions containing these amides are fungicidally active, particularly against phytopathogenic fungi.

## Claims

### Claim 1

A compound of the structure ##STR18## wherein A is naphthyl which may be substituted with up to three substituents independently selected from halo, trifluoromethyl, fluorosulfonyl, methyl, ethyl, methoxy or phenyl group;
x is chloro, bromo, iodo, fluoro, cyano, thiocyano, isothiocyano, methylsulfonyloxy, thio(C.sub.1 -C.sub.2)alkyl, (C.sub.1 -C.sub.2)alkoxy, carbamoyl, dithiocarbomoyl, hydroxy, azido, (C.sub.1 -C.sub.4)alkylcarbonyloxy, phenylcarbonyloxy, trifluoromethylcarbonyloxy, phenoxy, phenylthio, imidazolyl or triazolyl group, when X is a phenylcarbonyloxy, phenoxy or phenylthio substituent, the phenyl moiety may be substituted with up to one substituent selected from chloro, fluoro, bromo, iodo or methyl group;
Y and Z are each independently hydrogen, bromo, chloro, iodo, fluoro, cyano, thiocyano, isothiocyano, methylsulfonyloxy, thio(C.sub.1 -C.sub.2)alkyl, (C.sub.1 -C.sub.2)alkoxy, carbamoyl, hydroxy, azido or thio(C.sub.1 -C.sub.4)alkylcarbonyloxy group and either Y or Z may be imidazolyl or triazolyl group; and
R.sup.1 and R.sup.2 are each independently selected from a hydrogen atom and (C.sub.1 -C.sub.6)alkyl group.