Novel substituted 1h-dihydropyrazoles, their preparation and use
AssigneeE.I. du Pont de Nemours and Company
InventorsGary David Annis, George Philip Lahm, Thomas Selby, Thomas Martin Stevenson
Life of this patent
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Abstract
1 This invention provides compounds of Formula (I), methods for their preparation and use for preparing compounds of Formula (II) wherein R1, R2, R3, R5, R6, X and n are as defined in the disclosure. This invention also discloses preparation of compounds of Formula (III) wherein R1, R2, R7, R8, R9 and n are as defined in the disclosure. This invention also pertains to compounds of Formula 4 and 6 used to prepare compounds of Formula (I), wherein R1, R2, R5, X and n are as defined in the disclosure.
Claims35
A compound of Formula I
- 31
- wherein
- R1 is H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, C2-C6 haloalkenyl, C2-C6 haloalkynyl or C3-C6 halocycloalkyl;
- each R2 is independently C1-C4 alkyl, C2-C4 alkenyl, C2-C4 alkynyl, C3-C6 cycloalkyl, C1-C4 haloalkyl, C2-C4 haloalkenyl, C2-C4 haloalkynyl, C3-C6 halocycloalkyl, halogen, CN, NO2, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkyl sulfinyl, C1-C4 alkylsulfonyl, C1-C4 alkylamino, C2-C8 dialkylamino, C3-C6 cycloalkylamino, C3-C6 (alkyl)cycloalkylamino, C2-C4 alkylcarbonyl, C2-C6 alkoxycarbonyl, C2-C6 alkylaminocarbonyl, C3-C8 dialkylaminocarbonyl or C3-C6 trialkylsilyl;
- R3 is H, C1-C4 alkyl, C2-C4 alkylcarbonyl or C2-C6 alkoxycarbonyl;
- X is N or CR4;
- R4 is H or R2;
- R5 is C1-C4 alkyl;
- and
- n is 0 to 3, provided when X is CH then n is at least 1.
A compound of Formula 6
- 33
- wherein
- R1 is H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, C2-C6 haloalkenyl, C2-C6 haloalkynyl or C3-C6 halocycloalkyl;
- each R2 is independently C1-C4 alkyl, C2-C4 alkenyl, C2-C4 alkynyl, C3-C6 cycloalkyl, C1-C4 haloalkyl, C2-C4 haloalkenyl, C2-C4 haloalkynyl, C3-C6 halocycloalkyl, halogen, CN, NO2, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 alkylamino, C2-C8 dialkylamino, C3-C6 cycloalkylamino, C3-C6 (alkyl)cycloalkylamino, C2-C4 alkylcarbonyl, C2-C6 alkoxycarbonyl, C2-C6 alkylaminocarbonyl, C3-C8 dialkylaminocarbonyl or C3-C6 trialkylsilyl;
- X is N or CR4;
- R4 is H or R2;
- R5 is C1-C4 alkyl;
- and
- n is 0 to 3, provided when X is CH then n is at least 1.
A compound of Formula 4
- 36
- wherein R1 is CF3;
- each R2 is independently Cl or Br, and one R2 is at the 3-position;
- X is N or CR4;
- R4 is H or R2;
- and n is 0 to 3;
- provided that (i) when X is CH or CCl then n is at least 1 and (ii) when X is CCl, an R2 at the 3-position is Cl and an R2 is at the 5-position is Cl then n is at least 3.
A compound of Formula II
- 39
- wherein R1 is CF3;
- each R2 is independently Cl or Br, and one R2 is at the 3-position;
- X is N or CR4;
- R4 is H, Cl or Br;
- R6 is H or C1 to C4 alkyl;
- and n is 0 to 3, provided when X is CH then n is at least 1.
Dependencies are inferred from the claim text.