4-Methylbenzaldehyde → HCID 19907324, compound

HRID 2371445Notes

Reaction equation

HRID 2371445 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH2:11])[C:5](=[CH:9][CH:10]=1)[C:6]([OH:8])=[O:7].[CH3:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([N:11]=[CH:12][C:13]2[CH:20]=[CH:19][C:16]([CH3:17])=[CH:15][CH:14]=2)[C:5](=[CH:9][CH:10]=1)[C:6]([OH:8])=[O:7]

Participants

4

Procedure

4-Fluoroanthranilic acid (1.0 g) and 4-methylbenzaldehyde (0.77 g) were added to ethanol (100 ml). The mixture was heated under reflux for 6 hours, cooled and evaporated under reduced pressure. The residue was recrystallised from toluene to give 4-fluoro-N-(4-methylbenzylidene)-anthranilic acid, mp 144°-5°. (Compound 13).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. temperaturecooled
  4. customevaporated under reduced pressure
  5. customThe residue was recrystallised from toluene

Sources & evidence

ORD record
ord-09d2d2b57fce4273a6df6f4ca1d57e5b
Source dataset
uspto-grants-1992_03
Patent number
US05093364

Reaction notes

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