Benzolderivate

摘要

1307250 Thiourea derivatives MAY & BAKER Ltd 16 June 1971 [16 June 1970 22 June 1970 26 June 1970 4 Sept 1970 21 Oct 1970 11 Dec 1970 25 March 1971 31 March 1971 1 April 1971 (3)] 29259/70 30244/70 31209/70 42609/70 50000/70 59111/70 7850/71 8292/71 8462/71 8463/71 and 8466/71 Heading C2C [Also in Division A5] The invention comprises novel therapeutic and agricultural fungicidal compounds (I) wherein R5 represents a group (wherein R7 represents a straight- or branchedchain aliphatic hydrocarbon group containing not more than 4 carbon atoms which may be saturated or unsaturated and which may optionally be substituted by a halogen atom or an alkoxy group containing not more than 4 carbon atoms, and R8 represents a hydrogen atom or a methyl group), R6 represents a hydrogen or a halogen atom, or a straight- or branched-chain alkyl group containing not more than 4 carbon atoms, an alkanoylamino group containing 1 to 4 carbon atoms in which the alkanoyl moiety may be straight- or branched-chain and may optionally be substituted by a cycloalkyl group containing from 3 to 6 carbon atoms, an alkoxycarbonylamino group containing from 2 to 4 carbon atoms in which the alkoxy moiety may be straight- or branched-chain, a straight- or branched-chain alkanoyl group containing from 2 to 4 carbon atoms, a benzoyl group or a group and Y represents a group falling within the definition of the symbol R5, a nitro group or a group -NR9R10 [wherein R9 and R10 each represent a hydrogen atom, or R9 represents a hydrogen atom or a methyl group and R10 represents a straight- or branched-chain alkanoyl group containing 1 to 4 carbon atoms (which may optionally be substituted by a cycloalkyl group containing from 3 to 6 carbon atoms), a straight- or branched-chain alkoxycarbonyl group containing 2 to 4 carbon atoms, or a group -COA1Z1, wherein A1 represents a straight chain aliphatic hydrocarbon group containing not more than 4 carbon atoms which may be saturated or unsaturated and may optionally be substituted by at least one methyl group, and Z1 represents a carboxy group or a group of the general formula wherein R11 represents a hydrogen atom or a straight- or branched-chain alkyl group containing not more than 4 carbon atoms, R12 represents a hydrogen atom or a straight- or branched-chain alkyl group containing not more than 4 carbon atoms or a phenylalkyl group with 1 or 2 carbon atoms in the alkyl moiety, and R13 represents a hydrogen atom or a straight- or branched-chain alkyl group containing not more than 4 carbon atoms, or R12 and R13 together with the nitrogen atom to which they are attached form a 5-, 6- or 7- membered heterocyclic ring which may contain in the ring one or two further hetero atoms selected from oxygen, nitrogen and sulphur and which may optionally be substituted by one or more C 1 to C 6 alkyl groups and X2# is an anion] and, where Yis primary amino, acid addition salts thereof, with the provisos that (i) when R5 and Y each represent a group -N(R8)CSNHCOOR7, in which R8 is a hydrogen atom or a methyl group and R7 is an alkyl group containing not more than 4 carbon atoms, or an alkyl group of ] or 2 carbon atoms substituted by a halogen atom or methoxy group, or an alkenyl or alkynyl group of 2 or 3 carbon atoms, R6 is other than a hydrogen or halogen atom or a methyl group; or (ii) when R5 is a group - NHCSNHCOOR7 in which R7 is an alkyl group containing not more than 4 carbon atoms, and (a) Y is a group -NR9R10 in which R9 is a hydrogen atom or a methyl group and R10 is an alkanoyl group containing 1 to 3 carbon atoms, a cyclopropylcarbonyl group or an alkoxycarbonyl group containing 2 or 3 carbon atoms, R6 is other than a hydrogen or chlorine atom or a methyl group, or (b) Y is a group -NR9R10 in which R9 and R10 each represents a hydrogen atom, R6 is other than a hydrogen or halogen atom or methyl group; or (iii) when R5 is a group -NHCSNHCOOR7 in which R7 is an alkyl group containing not more than 4 carbon atoms and Y is a nitro group, R6 is other than a hydrogen or chlorine atom or a methyl group or, when R6 is in o-position in relation to R5, R6 is additionally other than an alkanoylamino group containing 1 to 3 carbons, a cyclopropyl carbonamido group or an alkoxycarbonylamino group containing 2 or 3 carbons. They are obtained by standard methods utilizing compounds II to XII (X3 is Br, Cl or I).