4-Methoxyphenol → HCID 20217515, compound

HRID 235810Notes

Reaction equation

HRID 235810 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.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1.[OH-].[K+]>>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][C:6]([O:21][C:18]3[CH:19]=[CH:20][C:15]([O:14][CH3:13])=[CH:16][CH:17]=3)=[CH:7][CH:8]=2)[N:3]=1

Participants

4

Reactant 3

HCID 90154-MethoxyphenolHCID 14797Potassium HydroxideHCID 851997-Chloro-1,8-naphthyridin-2-amine

Product 1

HCID 20217515HCID 20217515, compoundYield 99.3%

Procedure

The procedure is similar to that described in Example 4, but starting with 2-amino-7-chloro-1,8-napthyridine (35.8 g), 4-methoxyphenol (99.2 g) and potassium hydroxide pellets (22.4 g; 85% purity). After treatment with caustic soda and washing, 2-amino-7-(4-methoxyphenoxy)-1,8-naphthyridine (52.9 g) is produced, m.p. 200° C. EXAMPLE 13

Workup

  1. washAfter treatment with caustic soda and washing

Sources & evidence

ORD record
ord-cbc5295a715e4268af53aa72c8d93c9e
Source dataset
uspto-grants-1987_02
Patent number
US04642308

Reaction notes

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