Ammonium Hydroxide → HCID 21432968, compound

HRID 2398518Notes

Reaction equation

HRID 2398518 reaction equation
[OH-].[NH4+:2].C[O:4][C:5]([C:7]1[CH:12]=[C:11]([Br:13])[C:10]([OH:14])=[C:9]([Br:15])[N:8]=1)=O>>[Br:13][C:11]1[C:10]([OH:14])=[C:9]([Br:15])[N:8]=[C:7]([C:5]([NH2:2])=[O:4])[CH:12]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 20674264HCID 20674264, compound

Product 1

HCID 21432968HCID 21432968, compoundYield 80%

Procedure

Concentrated ammonium hydroxide, 180 ml, was added to 10 g of 4,6-dibromo-5-hydroxy-2-pyridinecarboxylic acid methyl ester and heated at 45°-60° C. for 1 hour. After the mixture was kept for 2 days at room temperature, the solid was filtered and successively washed with dilute HCl (to neutralize the ammonia) and then with methanol and benzene to remove any unreacted starting material. The product was isolated in 80% yield; m.p. 261-266° C. (best sample: m.p. 275° C.).

Workup

  1. temperatureheated at 45°-60° C. for 1 hour
  2. filtrationthe solid was filtered
  3. washsuccessively washed with dilute HCl (
  4. customto remove
  5. customThe product was isolated in 80% yield

Sources & evidence

ORD record
ord-2500c11cac2b4ba094224738a5d04dfc
Source dataset
uspto-grants-1977_05
Patent number
US04025333

Reaction notes

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