Ammonia → 6-Chloro-4-(trifluoromethyl)pyridin-2-amine

HRID 1696769Notes

Reaction equation

HRID 1696769 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4](Cl)[N:3]=1.[NH3:13]>>[NH3:3].[Cl:1][C:2]1[N:3]=[C:4]([NH2:13])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 5209682,6-Dichloro-4-(trifluoromethyl)pyridine

Product 2

HCID 222AmmoniaHCID 139868176-Chloro-4-(trifluoromethyl)pyridin-2-amineYield 176.3%

Conditions

Temperature
120 °C

Procedure

A mixture of 5.00 g 2,6-dichloro-4-trifluoromethyl-pyridine and 80 g ammonia was heated in an autoclave at 120° C. for 24 h. Ammonia was allowed to evaporate and the residue was purified on silica gel with methylenechloride:methanol:ammonia =9:1:0.1 to yield 4.01 g of the title compound as off white crystals MS (ISP) M+H+=210.9

Workup

  1. customto evaporate
  2. customthe residue was purified on silica gel with methylenechloride

Sources & evidence

ORD record
ord-f0dac36ac61a4e0b8dc1f10934d92bf8
Source dataset
uspto-grants-2012_04
Patent number
US08163778B2

Reaction notes

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