Back to results
US 8,802,869 B2Granted
3-hydroxy-6H-benzo [c] chromene-6-one derivative and manufacturing method thereof
AssigneeSanten Pharmaceutical Co., Ltd.
InventorsKazuhiro Kudou, Noriyoshi Yamamoto, Masakazu Ban, Atsushi Ohno
Life of this patent
Estimating the term…
Abstract
A method of manufacturing a compound or a salt thereof expressed with a formula (III) below, characterized by causing a compound or a salt thereof expressed with a formula (I) below and a compound or a salt thereof expressed with a formula (II) below to react in the presence of carbonate and copper salt or in the presence of hydroxide salt, carbonate, and copper salt.
Claims10
A method of manufacturing comprising reacting a compound or a salt thereof expressed by formula (I) below
- wherein R1, R2, or R3 represents a hydrogen atom, a lower alkyl group, a hydroxy group, or a lower alkoxy group,
- and a compound or a salt thereof expressed by formula (II) below
- wherein R4 represents a hydrogen atom, a lower alkyl group, a nitro group, an amino group, or a lower alkylamino group, R5 represents a hydrogen atom or a lower alkyl group, R6 represents a hydrogen atom, a halogen atom, a lower alkyl group, a carboxyl group, a nitro group, or —NRaRb, wherein Ra and Rb are the same or different and each represents a hydrogen atom, a formyl group, a lower alkyl carbonyl group, a lower alkenyl carbonyl group, a lower cycloalkyl carbonyl group, an aryl carbonyl group, a carboxyl group, a lower alkoxy carbonyl group, a lower alkenyloxycarbonyl group, a lower cycloalkyloxycarbonyl group, an aryloxy carbonyl group, or an arylalkyloxycarbonyl group, and X represents a halogen atom, a lower alkylsulfonyloxy group, or an aryl sulfonyloxy group,
- to produce,
- a compound or a salt thereof expressed by formula (III) below
- wherein R1, R2, R3, R4, R5, or R6 have the same definitions as in formula (I) and formula (II) above,
- wherein the compound or the salt thereof expressed by formula (I) above and the compound or the salt thereof expressed by formula (II) above are reacted in the presence of carbonate and copper salt or in presence of hydroxide salt, carbonate, and copper salt.
4 more elements
A method of manufacturing comprising reacting a compound or a salt thereof expressed with a formula (Ia) below
- and a compound or a salt thereof expressed by formula (II a) below
- wherein R7 represents a hydrogen atom, a lower alkyl group, a nitro group, an amino group, or a lower alkylamino group, R8 represents a hydrogen atom or a lower alkyl group, R9 represents a hydrogen atom or a lower alkyl group, R10 represents a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower cycloalkyl group, an aryl group, a hydroxy group, a lower alkoxy group, a lower alkenyloxy group, a lower cycloalkyloxy group, an aryloxy group, or an arylalkyloxy group, and X representing a halogen atom, a lower alkylsulfonyloxy group, or an aryl sulfonyloxy group,
- to produce,
- a compound or a salt thereof expressed by formula (IIIa) below
- wherein R7, R8, R9, or R10 have the same definitions as in formula (IIa),
- wherein the reaction is conducted in the presence of carbonate and copper salt or in the presence of hydroxide salt, carbonate, and copper salt.
3 more elements
A method of manufacturing comprising reacting a compound or a salt thereof expressed by formula (I) below
- wherein R1, R2, or R3 represents a hydrogen atom, a lower alkyl group, a hydroxy group, or a lower alkoxy group,
- and a compound or a salt thereof expressed by formula (II) below
- wherein R4 represents a hydrogen atom, a lower alkyl group, a nitro group, an amino group, or a lower alkylamino group, R5 represents a hydrogen atom or a lower alkyl group, R6 represents a hydrogen atom, a halogen atom, a lower alkyl group, a carboxyl group, a nitro group, or —NRaRb, wherein Ra and Rb are the same or different and each represents a hydrogen atom, a formyl group, a lower alkyl carbonyl group, a lower alkenyl carbonyl group, a lower cycloalkyl carbonyl group, an aryl carbonyl group, a carboxyl group, a lower alkoxy carbonyl group, a lower alkenyloxycarbonyl group, a lower cycloalkyloxycarbonyl group, an aryloxy carbonyl group, or an arylalkyloxycarbonyl group, and X represents a halogen atom, a lower alkylsulfonyloxy group, or an aryl sulfonyloxy group,
- in presence of carbonate and copper salt or in presence of hydroxide salt, carbonate, and copper salt to produce,
- a compound or a salt thereof expressed by formula (III) below
- wherein R1, R2, R3, R4, R5, or R6 have the same definitions as in formula (I) and formula (II),
- and reacting the compound or the salt thereof expressed by formula (III) above to react with hydroxide salt for conversion to a compound or a salt thereof expressed by formula (IV) below
- wherein R1, R2, R3, R4, R5, or R6 have the same definitions as in formula (I) and formula (II),
- and then reacting the compound or the salt thereof expressed by formula (IV) above with an acid.
6 more elements
A method of manufacturing comprising reacting, a compound or a salt thereof expressed by formula (Ia) below
- and a compound or a salt thereof expressed by formula (IIa) below
- wherein R7 represents a hydrogen atom, a lower alkyl group, a nitro group, an amino group, or a lower alkylamino group, R8 represents a hydrogen atom or a lower alkyl group, R9 represents a hydrogen atom or a lower alkyl group, R10 represents a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower cycloalkyl group, an aryl group, a hydroxy group, a lower alkoxy group, a lower alkenyloxy group, a lower cycloalkyloxy group, an aryloxy group, or an arylalkyloxy group, and X representing a halogen atom, a lower alkylsulfonyloxy group, or an aryl sulfonyloxy group,
- in presence of carbonate and copper salt or in presence of hydroxide salt, carbonate, and copper salt to produce,
- a compound or a salt thereof expressed by formula (IIIa) below
- wherein R7, R8, R9, or R10 have the same definitions as in formula (IIa),
- and reacting the compound or the salt thereof expressed by formula (IIIa) above to react with hydroxide salt for conversion to a compound or a salt thereof expressed by formula (IVa) below
- wherein R7, R8, R9, or R10 have the same definitions as in formula (IIa),
- and then reacting the compound or the salt thereof expressed with formula (IVa) above with an acid.
5 more elements
Dependencies are inferred from the claim text.