Trifluoroacetic acid → HCID 21478939, compound

HRID 2292623Notes

Reaction equation

HRID 2292623 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]2[C:3]=1[C:4]([O:16]CC1C=CC=CC=1)=[CH:5][C:6]([C:13](=[O:15])[CH3:14])=[N:7]2.FC(F)(F)C(O)=O>>[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:16])[CH:5]=[C:6]([C:13](=[O:15])[CH3:14])[NH:7]2

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21478955HCID 21478955, compound

Product 1

HCID 21478939HCID 21478939, compound

Procedure

Combine 5,7-dichloro-4-benzyloxy-2-acetylquinoline (0.75 g, 2.2 mmol) and trifluoroacetic acid (55 mL) and heat to 80° C. After 4 hours evaporate the reaction mixture in vacuo to give a residue. Recrystallize the residue from acetonitrile to give the title compound; mp, 277°-278° C. (dec). Rf =0.29 TLC/silica gel/5% acetone in dichloromethane. Elem. Anal. Calcd. for C11H7Cl2 NO2 : C, 51.59; H, 2.76; N, 5.47. Found: C, 50.65; H, 2.83; N, 5.26.

Workup

  1. customAfter 4 hours evaporate the reaction mixture in vacuo
  2. customto give a residue
  3. customRecrystallize the residue from acetonitrile

Sources & evidence

ORD record
ord-a8e5ed6644ff4878b35d7b7e7c3859c8
Source dataset
uspto-grants-1997_11
Patent number
US05684017

Reaction notes

Loading…