Trifluoroacetic acid → HCID 13958447, compound

HRID 255537Notes

Reaction equation

HRID 255537 reaction equation
Cl.[NH2:2][C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:12]=1[NH:13][CH3:14])=[CH:10][C:9]([CH3:15])=[CH:8][CH:7]=2.[F:16][C:17]([F:22])([F:21])[C:18](O)=O.[OH-].[NH4+]>Cl>[CH3:14][N:13]1[C:12]2[C:11]3[CH:10]=[C:9]([CH3:15])[CH:8]=[CH:7][C:6]=3[N:5]=[CH:4][C:3]=2[N:2]=[C:18]1[C:17]([F:22])([F:21])[F:16]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14923Ammonium HydroxideHCID 13958355HCID 13958355, compound

Product 1

HCID 13958447HCID 13958447, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 4.5 g (0.0201 mole) of 3-amino-6-methyl-4-(methylamino)quinoline hydrochloride (from Example 32), 9.1 g (0.080 mole) of trifluoroacetic acid and 100 ml of 4 N hydrochloric acid was heated at its reflux temperature for three hours. The solution was cooled and basified with ammonium hydroxide. The precipitate was separated by filtration and washed with water. Recrystallization from isopropanol provided 1,8-dimethyl-2-trifluoromethyl-1H-imidazo[4,5-c]quinoline, m.p. 220°-223° C. Analysis: Calculated for C13H10F3N3 : %C, 58.9; %H, 3.8; %N, 15.8; Found: %C, 58.6; %H, 3.7; %N, 16.2.

Workup

  1. temperaturewas heated at its
  2. temperaturereflux temperature for three hours
  3. temperatureThe solution was cooled
  4. customThe precipitate was separated by filtration
  5. washwashed with water
  6. customRecrystallization from isopropanol

Sources & evidence

ORD record
ord-da5a8025b1904fe7ae9b64ddd001d134
Source dataset
uspto-grants-1987_10
Patent number
US04698348

Reaction notes

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