Method for manufacturing 3-(alkylsulfonyl)pyridine-2-carboxylic acid
AssigneeSumitomo Chemical Company, Limited
InventorsTakahiro Kimura, Ryota Maehata
Life of this patent
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Abstract
A 3-(alkylsulfonyl)pyridine-2-carboxylic acid or a salt thereof can be manufactured by comprising: allowing a compound represented by formula (1-N): wherein X represents a halogen atom, to react with a compound represented by formula (2): R2SM2 (2) wherein R2 represents a C1-8 straight-chain alkyl group, and M2 represents a hydrogen atom or an alkali metal, to give a compound represented by formula (3-N): wherein R2 and X are as defined above; allowing the compound (3-N) to react with hydrogen peroxide in the presence of a tungsten catalyst and an acid; reducing the product in the presence of a base and a heterogeneous transition metal catalyst; and hydrolyzing the product in the presence of a base.
Claims6
A method for producing a compound represented by formula (7) or a salt thereof, comprising:
- a step of allowing a compound represented by formula (1-N):
- wherein X represents a halogen atom,
- to react with a compound represented by formula (2):
- R2SM2 (2)
- wherein R2 represents a C1-8 straight-chain alkyl group, and M2 represents a hydrogen atom or an alkali metal,
- to give a compound represented by formula (3-N):
- wherein R2 and X are as defined above;
- a step of allowing the compound represented by formula (3-N) to react with hydrogen peroxide in the presence of a tungsten catalyst and an acid to give a compound represented by formula (6-N):
- wherein R2 and X are as defined above;
- a step of reducing the compound represented by formula (6-N) in the presence of a base and a heterogeneous transition metal catalyst to give a compound represented by formula (8-N):
- wherein R2 is as defined above;
- and
- a step of hydrolyzing the compound represented by formula (8-N) in the presence of a base to give a compound represented by formula (7) or a salt thereof:
- wherein R2 is as defined above.
A method for producing a compound represented by formula (8-N), comprising:
- a step of allowing a compound represented by formula (1-N):
- wherein X represents a halogen atom,
- to react with a compound represented by formula (2):
- R2SM2 (2)
- wherein R2 represents a C1-8 straight-chain alkyl group, and M2 represents a hydrogen atom or an alkali metal,
- to give a compound represented by formula (3-N):
- wherein R2 and X are as defined above;
- a step of allowing the compound represented by formula (3-N) to react with hydrogen peroxide in the presence of a tungsten catalyst and an acid to give a compound represented by formula (6-N):
- wherein R2 and X are as defined above;
- and
- a step of allowing the compound represented by formula (6-N) to react in the presence of a base and a heterogeneous transition metal catalyst to give a compound represented by formula (8-N):
- wherein R2 is as defined above.
A method for producing a compound represented by formula (6-N), comprising:
- a step of allowing a compound represented by formula (1-N):
- wherein X represents a halogen atom,
- to react with a compound represented by formula (2):
- R2SM2 (2)
- wherein R2 represents a C1-8 straight-chain alkyl group, and M2 represents a hydrogen atom or an alkali metal,
- to give a compound represented by formula (3-N):
- wherein R2 and X are as defined above;
- and
- a step of allowing the compound represented by formula (3-N) to react with hydrogen peroxide in the presence of a tungsten catalyst and an acid to give a compound represented by formula (6-N):
- wherein R2 and X are as defined above.
A method for producing a compound represented by formula (3-N), comprising a step of allowing a compound represented by formula (1-N):
- wherein X represents a halogen atom,
- to react with a compound represented by formula (2):
- R2SM2 (2)
- wherein R2 represents a C1-8 straight-chain alkyl group, and M2 represents a hydrogen atom or an alkali metal,
- to give a compound represented by formula (3-N):
- wherein R2 and X are as defined above.
A compound represented by formula (3-N):
- wherein R2 represents a C1-8 straight-chain alkyl group, and X represents a halogen atom.
A compound represented by formula (6-N):
- wherein R2 represents a C1-8 straight-chain alkyl group, and X represents a halogen atom.
Dependencies are inferred from the claim text.