Ammonia → HCID 18451519, compound

HRID 1270776Notes

Reaction equation

HRID 1270776 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[C:4]([C:13]([F:16])([F:15])[F:14])[CH:3]=1.[NH3:17]>O1CCOCC1>[NH2:17][C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[C:4]([C:13]([F:16])([F:15])[F:14])[CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 184515164,7-Dichloro-2-(trifluoromethyl)quinoline

Product 1

HCID 18451519HCID 18451519, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 4,7-dichloro-2-trifluoromethylquinoline (2 g, 7.52 mmol) in dioxane (10 mL) and NH3 (2 mL) are mixed at −78° C. in a sealed tube. After sealing and warming up to room temperature, the reaction is heated at 60–70° C. for 19 hours and at 120° C. for 3 hours. The sealed tube is cooled to −78° C. before it is opened and the contents are concentrated by rotary evaporator. 4-Amino-7-chloro-2-trifluoromethylquinoline is obtained as a solid by trituration of the residue with ether.

Workup

  1. temperaturethe reaction is heated at 60–70° C. for 19 hours and at 120° C. for 3 hours
  2. temperatureThe sealed tube is cooled to −78° C. before it
  3. concentrationthe contents are concentrated by rotary evaporator

Sources & evidence

ORD record
ord-fc05a040cc3b4297b96bd8aea9142ccd
Source dataset
uspto-grants-2007_04
Patent number
US07202364B2

Reaction notes

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