3-Fluorobenzaldehyde → HCID 13064591, compound

HRID 2198826Notes

Reaction equation

HRID 2198826 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N:8]=[CH:9][C:10]2[CH:15]=[CH:14][C:13](OC)=[C:12]([F:18])[CH:11]=2)[CH:5]=[C:4]([Cl:19])[C:3]=1[N:20]=[CH:21][N:22]([CH3:24])[CH3:23].FC1C=C(C=CC=1)C=O>C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([N:8]=[CH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([F:18])[CH:11]=2)[CH:5]=[C:4]([Cl:19])[C:3]=1[N:20]=[CH:21][N:22]([CH3:24])[CH3:23]

Participants

4

Reactant 2

HCID 680093-FluorobenzaldehydeHCID 13059651HCID 13059651, compound

Product 1

HCID 13064591HCID 13064591, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 7.0 g. amount of N'-(4-amino-2,6-dichlorophenyl)-N,N-dimethylformamidine (Example 9) is dissolved in 25 ml. of absolute ethanol then 3.7 g. of m-fluorobenzaldehyde is added and the mixture is refluxed for one hour. The solution is evaporated to an amber syrup which crystallizes. The material is dissolved in 50 ml. of refluxing ether and hexane is added until turbidity results. The crystalline product is collected and washed with hexane. The product is recrystallized from ether/hexane to give 1.4 g. of the product of the Example as hard yellow crystals, m.p. 95°-96° C.

Workup

  1. temperaturethe mixture is refluxed for one hour
  2. customThe solution is evaporated to an amber syrup which
  3. customcrystallizes
  4. dissolutionThe material is dissolved in 50 ml
  5. additionof refluxing ether and hexane is added until turbidity
  6. customresults
  7. customThe crystalline product is collected
  8. washwashed with hexane
  9. customThe product is recrystallized from ether/hexane
  10. customto give 1.4 g

Sources & evidence

ORD record
ord-82b230fd884d4b549345f88975a721f8
Source dataset
uspto-grants-1982_11
Patent number
US04360466

Reaction notes

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