Hydrochloric Acid → HCID 13043896, compound

HRID 1065776Notes

Reaction equation

HRID 1065776 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[C:4]([NH2:12])[N:3]=1.[OH-].[K+].[N+:15]([C:18]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[CH:21]=[C:20]([C:27]([F:30])([F:29])[F:28])[C:19]=1Cl)([O-:17])=[O:16].Cl>O.CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[C:4]([NH:12][C:19]2[C:20]([C:27]([F:29])([F:30])[F:28])=[CH:21][C:22]([N+:24]([O-:26])=[O:25])=[CH:23][C:18]=2[N+:15]([O-:17])=[O:16])[N:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 67851Benzene, 2-chloro-1,5-dinitro-3-(trifluoromethyl)-HCID 13064152HCID 13064152, compound

Product 1

HCID 13043896HCID 13043896, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent2×

Procedure

In 20 ml. of dimethylformamide, 1.8 g. of 2-chloro-6-amino-5-trifluoromethylpyridine was dissolved and 1.0 g. of powdery potassium hydroxide was gradually added with stirring. After the addition, a solution of 2.7 g. of 2,4-dinitro-6-trifluoromethylchlorobenzene in 10 ml. of dimethylformamide was added dropwise at room temperature and the reaction was continued for about 3 hours. The reaction mixture was acidified with conc. HCl and was poured into water. The precipitate was filtered and recrystallized from methanol to obtain 2.9 g. of the object compound having the melting point of 129° to 131° C.

Workup

  1. additionAfter the addition
  2. filtrationThe precipitate was filtered
  3. customrecrystallized from methanol
  4. customto obtain 2.9 g

Sources & evidence

ORD record
ord-c84593913a1848289d258ce3955b9d7f
Source dataset
uspto-grants-1982_05
Patent number
US04331670

Reaction notes

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