3-Chlorophenol → HCID 20134008, compound

HRID 580495Notes

Reaction equation

HRID 580495 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:15]=[C:16]([OH:20])[CH:17]=[CH:18][CH:19]=1.[OH-].[K+]>>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][C:6]([O:20][C:16]3[CH:17]=[CH:18][CH:19]=[C:14]([Cl:13])[CH:15]=3)=[CH:7][CH:8]=2)[N:3]=1

Participants

4

Reactant 3

HCID 79333-ChlorophenolHCID 14797Potassium HydroxideHCID 851997-Chloro-1,8-naphthyridin-2-amine

Product 1

HCID 20134008HCID 20134008, compoundYield 75.9%

Conditions

Temperature
120 °C

Procedure

2-Amino-7-chloro-1,8-naphthyridine (17.95 g) is added to a mixture, preheated to 60° C., of 3-chlorophenol (51.4 g) and potassium hydroxide pellets (85% pure; 13.2 g). The reaction mixture is heated to 120° C. for 3 hours. The product is separated by filtration, washed with water to a pH of approximately 7 and then dried in the air. 2-Amino-7-(3-chlorophenoxy)-1,8-naphthyridine (20.6 g), m.p. 166° C., is obtained.

Workup

  1. customThe product is separated by filtration
  2. washwashed with water to a pH of approximately 7
  3. customdried in the air

Sources & evidence

ORD record
ord-a7666e2d89fb462c92ab195de64026d4
Source dataset
uspto-grants-1988_06
Patent number
US04753941

Reaction notes

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