Hydrochloric Acid → HCID 178430933, compound

HRID 1904025Notes

Reaction equation

HRID 1904025 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][CH:3]=1.Cl.[N:11]([O-])=O.[Na+].[C:15]([C:17]1[C:18](=[O:26])[N:19]([CH3:25])[C:20]([OH:24])=[CH:21][C:22]=1[CH3:23])#[N:16].[OH-].[Na+].C([O-])(=O)C.[Na+]>O>[C:15]([C:17]1[C:18](=[O:26])[N:19]([CH3:25])[C:20]([OH:24])=[C:21]([N:11]=[N:1][C:2]2[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][CH:3]=2)[C:22]=1[CH3:23])#[N:16]

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 693314-Aminobenzyl alcoholHCID 517045Sodium AcetateHCID 23668193Sodium NitriteHCID 178429347HCID 178429347, compound

Product 1

HCID 178430933HCID 178430933, compoundYield 95.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

12.3 g of p-aminobenzyl alcohol was diazotized in a conventional manner using 30 ml of hydrochloric acid and 7 g of sodium nitrite. The diazotized solution thus obtained was added to a mixture composed of 16.4 g of 3-cyano-1,4-dimethyl-6-hydroxy-2-pyridone, 4 g of sodium hydroxide, 50 g of sodium acetate and 300 ml of water at a temperature range between 0° C. and 5° C. The mixture was stirred at a temperatue range between 5° C. and 10° C. for 30 minutes, the orange yellow colored precipitate thus deposited was collected by filtration and washed with water to obtain 28.5 g of Compound [2-a].

Workup

  1. customThe diazotized solution thus obtained
  2. additionwas added to a mixture
  3. filtrationthe orange yellow colored precipitate thus deposited was collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-54aa8cfcdce0451fa62822b730f33db0
Source dataset
uspto-grants-1984_03
Patent number
US04439513

Reaction notes

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