US 9,000,156 B2 · Process for producing substituted methylamine compound and triazine derivative

Abstract

The present invention provides a process that enables a substituted methylamine compound which is useful as an intermediate for the production of agricultural chemicals and medicines, to be produced easily, with good yield, and at low cost, and also provides a production intermediate thereof. The process comprises a step of reacting a hexamethylenetetraammonium salt compound represented by a formula (I) with a base to obtain an N-methylidene-substituted methylamine oligomer represented by a formula (II) or a mixture of two or more of the oligomers, and a step of hydrolyzing the N-methylidene-substituted methylamine oligomer represented by formula (II) or the mixture of two or more of the oligomers in the presence of an acid. (wherein A represents an organic group that is either a hydrocarbon group or a heterocyclic group, or said organic group that has a substituent, R represents a hydrogen atom, an organic group that is either a hydrocarbon group or a heterocyclic group, or said organic group that has a substituent, L represents a halogen atom and the like, and n represents an integer of 2 to 20)

Claims11

Dependent claims

A process for producing an N-methylidene-substituted methylamine oligomer or a mixture of two or more of the oligomers, said process comprising:

reacting a hexamethylenetetraammonium salt compound represented by a formula (I) shown below:
wherein A represents an organic group that is either a hydrocarbon group or a heterocyclic group, or said organic group that has a substituent, R represents a hydrogen atom, an organic group that is either a hydrocarbon group or a heterocyclic group, or said organic group that has a substituent, and L represents a halogen atom, an alkylsulfonyloxy group of 1 to 20 carbon atoms, a haloalkylsulfonyloxy group of 1 to 20 carbon atoms, or a substituted or unsubstituted arylsulfonyloxy group
with a base to obtain an N-methylidene-substituted methylamine oligomer represented by a formula (II) shown below:
wherein A and R are as defined above, and n represents an integer of 2 to 20 or a mixture of two or more of the oligomers, wherein reaction between said hexamethylenetetraammonium salt compound represented by said formula (I) and said base is conducted at a pH of 10.0 to 11.5.

1 more element

A process for producing an N-methylidene-substituted methylamine oligomer or a mixture of two or more of the oligomers, said process comprising:

reacting a substituted methyl compound represented by a formula (XI) shown below:
wherein A represents an organic group that is either a hydrocarbon group or a heterocyclic group, or said organic group that has a substituent, R represents a hydrogen atom, an organic group that is either a hydrocarbon group or a heterocyclic group, or said organic group that has a substituent, and L represents a halogen atom, an alkylsulfonyloxy group of 1 to 20 carbon atoms, a haloalkylsulfonyloxy group of 1 to 20 carbon atoms, or a substituted or unsubstituted arylsulfonyloxy group
with hexamethylenetetramine, or ammonia or an ammonium salt and formaldehyde or a formaldehyde equivalent, and a base to obtain an N-methylidene-substituted methylamine oligomer represented by a formula (II) shown below:
wherein A and R are as defined above, and n represents an integer of 2 to 20, or a mixture of two or more of the oligomers,
wherein reaction of said substituted methyl compound represented by said formula (XI) with hexamethylenetetramine, or ammonia or an ammonium salt and formaldehyde or a formaldehyde equivalent, and a base is conducted at a pH of 10.0 to 11.5.

2 more elements

Dependencies are inferred from the claim text.

Process for producing substituted methylamine compound and triazine derivative

Life of this patent

Process for producing substituted methylamine compound and triazine derivative

Life of this patent

Abstract

Claims11