2-Chlorophenol → HCID 20217510, compound

HRID 235834Notes

Reaction equation

HRID 235834 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][C:6](Cl)=[CH:7][CH:8]=2)[N:3]=1.[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[OH:20].[OH-].[K+]>[OH-].[Na+]>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][C:6]([O:20][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[Cl:13])=[CH:7][CH:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 72452-ChlorophenolHCID 14797Potassium HydroxideHCID 851997-Chloro-1,8-naphthyridin-2-amine

Product 1

HCID 20217510HCID 20217510, compoundYield 76.1%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture composed of 2-amino-7-chloro-1,8-naphthyridine (17.9 g), 2-chlorophenol (51.4 g) and potassium hydroxide pellets (13.2 g; 85% purity) is heated for 4 hours at 120° C. The mixture produced is poured into 4N caustic soda (100 cc), and the precipitate formed is separated by filtration and washed with water until the pH =7. After being dried at 40°C. under reduced pressure (0.067 kPa), 2-amino-7-(2-chlorophenoxy)-1.8 naphthyridine (20.6 g) is produced, m.p. 166° C.

Workup

  1. customThe mixture produced
  2. customthe precipitate formed
  3. customis separated by filtration
  4. washwashed with water until the pH =7
  5. customAfter being dried at 40°C. under reduced pressure (0.067 kPa)

Sources & evidence

ORD record
ord-dd40cd7b16a64bb6b42a35013b64f85b
Source dataset
uspto-grants-1987_02
Patent number
US04642308

Reaction notes

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