3,4-Dichlorophenol → HCID 20134004, compound

HRID 580496Notes

Reaction equation

HRID 580496 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:21])[CH:17]=[CH:18][C:19]=1[Cl:20].[OH-].[K+]>>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][C:6]([O:21][C:16]3[CH:17]=[CH:18][C:19]([Cl:20])=[C:14]([Cl:13])[CH:15]=3)=[CH:7][CH:8]=2)[N:3]=1

Participants

4

Reactant 3

HCID 72583,4-DichlorophenolHCID 14797Potassium HydroxideHCID 851997-Chloro-1,8-naphthyridin-2-amine

Product 1

HCID 20134004HCID 20134004, compoundYield 58.8%

Conditions

Temperature
125 °C

Procedure

The procedure is similar to that described in Example 24, but starting with 2-amino-7-chloro-1,8-naphthyridine (17.95 g), 3,4-dichlorophenol (65.2 g) and potassium hydroxide pellets (85% pure; 13.2 g), heating to 125° C. for 22 hours. On recrystallization in acetonitrile (1500 cc) of the crude product obtained, 2-amino-7-(3,4-dichlorophenoxy)-1,8-naphthyridine (18 g), m.p. 206° C., is obtained.

Workup

  1. customOn recrystallization in acetonitrile (1500 cc) of the crude product
  2. customobtained

Sources & evidence

ORD record
ord-d9f6204c064147c8b79f816976cf8536
Source dataset
uspto-grants-1988_06
Patent number
US04753941

Reaction notes

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