Hydrochloric Acid → HCID 4360945, compound

HRID 1870275Notes

Reaction equation

HRID 1870275 reaction equation
Cl.[NH2:2][OH:3].[OH-].[Na+].[Cl:6][C:7]1[N:16]=[CH:15][CH:14]=[CH:13][C:8]=1[C:9](OC)=[O:10].Cl>O.CO>[Cl:6][C:7]1[C:8]([C:9]([NH:2][OH:3])=[O:10])=[CH:13][CH:14]=[CH:15][N:16]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 819931Methyl 2-chloronicotinate

Product 1

HCID 4360945HCID 4360945, compoundYield 70.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of hydroxylamine hydrochloride (6.75 g) in water (25 ml) was added sodium hydroxide solution (7.65 g sodium hydroxide in 50 ml water) with stirring under ice cooling. To this stirring solution was added methyl 2-chloronicotinate (15.5 g) in methanol. After being stirred at room temperature for 2.5 hours, pH was adjusted to 3.5 with 6N-hydrochloric acid under ice cooling. After 1 hour, the title compound (11.0 g) was obtained by filtering the precipitated crystals and washing with water and, then, a methanol-ether mixture (1:1).

Workup

  1. stirringAfter being stirred at room temperature for 2.5 hours

Sources & evidence

ORD record
ord-1a2f086360fa4e8995dfd03d509cfc62
Source dataset
uspto-grants-2000_08
Patent number
US06096771

Reaction notes

Loading…