Guanidine derivatives, their production and insecticides

A guanidine derivative of the formula ##STR65## wherein R.sup.1a is a heterocyclic ring selected from the group consisting of 2- or 3-thienyl, 2- or 3-furyl, 2- or 3-pyrrolyl, 2-, 3- or 4-pyridyl, 2-, 4- or 5-oxazolyl, 2-, 4- or 5-thiazolyl, 3-, 4- or 5-pyrazolyl, 2-, 4- or 5-imidazolyl, 3-, 4- or 5-isoxazolyl, 3-, 4- or 5-isothiazolyl, 3- or 5-(1,2,4-oxadiazolyl), 1,3,4-oxadiazolyl, 3- or 5-(1,2,4-thiadiazolyl), 1,3,4-thiadiazolyl, 4- or 5-(1,2,3-thiadiazolyl), 1,2,5-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, 1H- or 2H -tetrazolyl, N-oxido-2-, 3- or 4- pyridyl, 2-, 4- or 5-pyrimidinyl, N-oxido-2-, 4- or 5-pyrimidinyl, 3- or 4-pyridazinyl, pyrazinyl, N-oxido-3- or 4-pyridazinyl, benzofuryl, benzothiazolyl, benzoxazolyl, triazinyl, oxotriazinyl, tetrazolo[1,5-b]pyridazinyl, triazolo[4,5-b]pyridazinyl, oxoimidazinyl, dioxotriazinyl, pyrrolidinyl, piperidinyl, pyranyl, thiopyranyl, 1,4-oxadinyl, morpholinyl, 1,4-thiazinyl, 1,3-thiazinyl, piperadinyl, benzoimidazolyl, quinolyl, isoquinolyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, indolizinyl, quinolizinyl, 1,8-naphthyridinyl, purinyl, pteridinyl, dibenzofuranyl, carbazolyl, acridinyl, phenanthridinyl, phenazinyl, phenothiadinyl and phenoxazinyl, the heterocyclic ring optionally being substituted with up to 5 substituents selected from the group consisting of C.sub.1-15 is alkyl, C.sub.3-10 cycloalkyl, C.sub.2-10 alkenyl, C.sub.2-10 alkynyl, C.sub.3-10 cycloalkenyl, C.sub.6-10 aryl, C.sub.7-10 aralkyl, nitro, hydroxy, mercapto, oxo, thioxo, cyano, carbamoyl, carboxyl, C.sub.1-4 alkoxycarbonyl, sulfo, halogen, C.sub.1-4 alkoxy, C.sub.6-10 aryloxy, C.sub.1-4 alkylthio, C.sub.6-10 arylthio, C.sub.1-4 alkylsulfinyl, C.sub.6-10 arylsulfinyl, C.sub.1-4 alkylsulfonyl, C.sub.6-10 arylsulfonyl, amino, C.sub.2-6 acylamino, mono- or di-C.sub.1-4 alkylamino, C.sub.3-6 cycloalkylamino, C.sub.6-10 arylamino, C.sub.2-4 acyl, and C.sub.6-10 arylcarbonyl, wherein when the substituent is the C.sub.6-10 aryl, C.sub.7-10 aralkyl, C.sub.3-10 cycloalkyl, C.sub.3-10 cycloalkenyl, C.sub.6-10 aryloxy, C.sub.6-10 arylthio, C.sub.6-10 arylsulfinyl, C.sub.6-10 arylsulfonyl, or C.sub.6-10 arylamino, the substituent may be further substituted by 1 to 2 of halogen, hydroxy, C.sub.1-4 alkyl, C.sub.2-4 alkynyl, C.sub.6-10 aryl, C.sub.1-4 alkoxy, phenyl, C.sub.1-4 alkylthio, or phenylthio, and when the substituent is C.sub.1-15 alkyl, C.sub.2-10 alkenyl, C.sub.2-10 alkynyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, C.sub.1-4 alkylsulfinyl, C.sub.1-4 alkylsulfonyl, amino-, mono- or di-C.sub.1-4 alkylamino, C.sub.3-6 cycloalkylamino or C.sub.6-10 arylamino, the substituent may be further substituted by 1 to 2 of halogen, hydroxy, C.sub.1-4 alkoxy or C.sub.1-4 alkylthio,

• R.sup.2a is formyl or acetyl,
• R.sup.3a is an amino group represented by the formula:
• ##STR66## and R.sup.4 and R.sup.5 are, the same or different, a hydrogen atom or an optionally substituted hydrocarbon group or both R.sup.4 and R.sup.5 are combined with the adjacent nitrogen atom to form a cyclic amino group, the hydrocarbon group being selected from the group consisting of C.sub.1-15 alkyl, C.sub.3-10 cycloalkyl group, C.sub.2-10 alkenyl group, C.sub.2-10 alkynyl, C.sub.3-10 cycloalkenyl, C.sub.6-10 aryl and C.sub.7-10 aralkyl, the substituent of the hydrocarbon group being selected from the group consisting of those mentioned in said substituents of the heterocyclic group designated by R.sup.1a, and the cyclic amino group being selected from the group consisting of aziridino, azetidino, pyrrolidino, morpholino and thiomorpholino and
• X.sup.a is nitro or trifluoroacetyl, or a salt thereof.