3-Carboxybenzaldehyde → HCID 178524329, compound

HRID 2170847Notes

Reaction equation

HRID 2170847 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7])=O.[F:12][C:13]1[CH:14]=[C:15]([NH2:20])[C:16]([NH2:19])=[CH:17][CH:18]=1>C(O)C>[F:12][C:13]1[CH:18]=[CH:17][C:16]2[NH:19][C:1]([C:3]3[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=3)[C:6]([OH:8])=[O:7])=[N:20][C:15]=2[CH:14]=1

Participants

4

Reactant 2

HCID 120773-CarboxybenzaldehydeHCID 1645844-Fluorobenzene-1,2-diamine

Product 1

HCID 178524329HCID 178524329, compoundYield 36.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-formylbenzoic acid (500 mg, 3.33 mmol) and 4-fluorobenzene-1,2-diamine (420 mg, 3.33 mmol) in ethanol (10 mL) was refluxed for 5 hours. After cooling to room temperature, the precipitate was collected by filtration and dried to give 311 mg (36%) of the title compound as a brown solid.

Workup

  1. temperaturewas refluxed for 5 hours
  2. filtrationthe precipitate was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-34f5955d05a842ba94b9b21777314b20
Source dataset
uspto-grants-2015_06
Patent number
US09051296B2

Reaction notes

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