Ammonia → HCID 13064152, compound

HRID 1702866Notes

Reaction equation

HRID 1702866 reaction equation
[Cl:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[C:4]([Cl:12])[N:3]=1.[NH3:13]>C(Cl)Cl>[NH2:13][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[C:4]([Cl:12])[N:3]=1.[NH2:13][C:4]1[CH:5]=[CH:6][C:7]([C:8]([F:11])([F:10])[F:9])=[C:2]([Cl:1])[N:3]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 18103372,6-Dichloro-3-(trifluoromethyl)pyridine

Product 2

HCID 13064152HCID 13064152, compoundHCID 130641536-Chloro-5-(trifluoromethyl)pyridin-2-amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6.48 g of 2,6-dichloro-3-trifluoromethylpyridine and 18 ml of 28% aqueous ammonia were placed in a 50 ml autoclave, and the mixture was reacted for 24 hours at 90° C. (inner pressure: about 2 atms.). After completion of the reaction, the reaction product was allowed to cool, and methylene chloride was added thereto to thereby extract the desired product and the unreacted starting material. The methylene chloride in the extract was evaporated off, and the separation was carried out by silica gel column chromatography using firstly n-hexane and then methylene chloride as eluents. Thus, 1.12 g of 2-amino-3-trifluoromethyl-6-chloropyridine having a melting point of 99° to 101° C. and 1.37 g of 2-amino-5-trifluoromethyl-6-chloropyridine having a melting point of 111° to 113° C. were obtained.

Workup

  1. customthe mixture was reacted for 24 hours at 90° C. (inner pressure: about 2 atms.)
  2. customAfter completion of the reaction
  3. temperatureto cool
  4. extractionto thereby extract the desired product
  5. customThe methylene chloride in the extract was evaporated off
  6. customthe separation

Sources & evidence

ORD record
ord-d15dd128107740b0911292a0e20b63a8
Source dataset
uspto-grants-1982_09
Patent number
US04349681

Reaction notes

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