Hydrochloric Acid → 4-Amino-5-chloro-6-ethoxypicolinic acid

HRID 1364550Notes

Reaction equation

HRID 1364550 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[C:9]([NH2:11])[C:8]([Cl:12])=[C:7]([O:13][CH2:14][CH3:15])[N:6]=1)=[O:4].[Li+].[OH-].Cl>C(O)C.O>[NH2:11][C:9]1[C:8]([Cl:12])=[C:7]([O:13][CH2:14][CH3:15])[N:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 11492344HCID 11492344, compound

Product 1

HCID 118462894-Amino-5-chloro-6-ethoxypicolinic acidYield 70%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

This material from step A was treated with LiOH in ethanol/water (5:3, 1 M, 2 mL) at ambient temperature for 2 h. HCl(aq) was added after 30 min to adjust pH value to 1. The precipitates were collected to afford the titled compound (130 mg, 70%).

Workup

  1. customThe precipitates were collected

Sources & evidence

ORD record
ord-f526973a731b4e8d9196d064ff9817f2
Source dataset
uspto-grants-2011_02
Patent number
US07888374B2

Reaction notes

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