Ammonia → 2-Amino-6-methylisonicotinic acid

HRID 589620Notes

Reaction equation

HRID 589620 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH3:11])[N:10]=1)[C:5]([OH:7])=[O:6].[NH3:12].[S-2].[Na+].[Na+]>O>[NH2:12][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH3:11])[N:10]=1)[C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 14804Sodium SulfideHCID 1412092-Chloro-6-methylpyridine-4-carboxylic acid

Product 1

HCID 124040272-Amino-6-methylisonicotinic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
155 °C

Procedure

2-chloro-6-methylisonicotinic acid (9 g), of aq ammonia (44 ml), of Cu(II)SO4 (0.9 g) and of sodium sulphide (0.32 g) are added to an autoclave and heated to 155° C. overnight. The crude product is suspended in water to yield 2-amino-6-methylisonicotinic acid (3.6 g). HPLC: Rt=0.37 min (method D)

Sources & evidence

ORD record
ord-c2d7493784304a61aa83ce6098fd2189
Source dataset
uspto-grants-2016_01
Patent number
US09233950B2

Reaction notes

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