HCID 20071616, compound → HCID 20071618, compound

HRID 981206Notes

Reaction equation

HRID 981206 reaction equation
[Cl:1][C:2]1[C:3]([F:22])=[CH:4][C:5]2[C:6]([CH:21]=1)=[N:7][C:8]1[NH:9][CH:10]=[C:11]([C:16]([O:18]CC)=[O:17])[C:12](=[O:15])[C:13]=1[CH:14]=2>Cl>[Cl:1][C:2]1[C:3]([F:22])=[CH:4][C:5]2[C:6]([CH:21]=1)=[N:7][C:8]1[NH:9][CH:10]=[C:11]([C:16]([OH:18])=[O:17])[C:12](=[O:15])[C:13]=1[CH:14]=2

Participants

3

Reactant 1

HCID 20071616HCID 20071616, compound

Product 1

HCID 20071618HCID 20071618, compoundYield 58.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
20 °C

Procedure

A suspension of 5.75 g of 8-chloro-3-ethoxycarbonyl-7-fluoro-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine in 60 cm3 of 17.5% hydrochloric acid is heated, with stirring, at a temperature close to 100° C. for 30 minutes. After cooling to about 20° C., the insoluble matter is drained and washed with 3 times 20 cm3 of ethanol and 3 times 20 cm3 of diethyl ether. 3.05 g of 8-chloro-7-fluoro- 4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid are obtained in the form of a beige solid which decomposes at 416° C.

Workup

  1. temperatureis heated
  2. customclose to 100° C. for 30 minutes
  3. washwashed with 3 times 20 cm3 of ethanol and 3 times 20 cm3 of diethyl ether

Sources & evidence

ORD record
ord-aaa56571a6604af9b32fea3903c1ed03
Source dataset
uspto-grants-1991_02
Patent number
US04990515

Reaction notes

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