Hydrochloric Acid → 3-Amino-2-chloro-4-methylpyridine

HRID 587471Notes

Reaction equation

HRID 587471 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[NH2:8].[ClH:9].OO.C([O-])([O-])=O.[K+].[K+]>>[Cl:9][C:4]1[C:3]([NH2:8])=[C:2]([CH3:1])[CH:7]=[CH:6][N:5]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 1379353-Amino-4-picoline

Product 1

HCID 27563873-Amino-2-chloro-4-methylpyridine

Procedure

A mixture of 4-methylpyridin-3-amine (0.62 g), 12N hydrogen chloride (3.8 mL) and 30% hydrogen peroxide (0.75 mL) was stirred at 0° C. to room temperature for 1 h. The mixture was neutralized with K2CO3, and the mixture was extracted with AcOEt. The organic layer was dried over MgSO4, and concentrated in vacuo to give 2-chloro-4-methylpyridin-3-amine (0.75 g) as an orange solid.

Workup

  1. extractionthe mixture was extracted with AcOEt
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-64f6e6e1b99a4f8cb341f6242a1792fb
Source dataset
uspto-grants-2016_01
Patent number
US09226921B2

Reaction notes

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