Ethanol → HCID 13064594, compound

HRID 2198829Notes

Reaction equation

HRID 2198829 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)[CH:11]=2)[CH:5]=[C:4]([Cl:19])[C:3]=1[N:20]=[CH:21][N:22]([CH3:24])[CH3:23].[F:25]C1C=CC=CC=1C=O.C(O)C.CCOCC>CCCCCC>[Cl:1][C:2]1[CH:7]=[C:6]([N:8]=[CH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[F:25])[CH:5]=[C:4]([Cl:19])[C:3]=1[N:20]=[CH:21][N:22]([CH3:24])[CH3:23]

Participants

6

Reactant 4

HCID 702EthanolHCID 3283Diethyl EtherHCID 67970o-FluorobenzaldehydeHCID 13059651HCID 13059651, compound

Product 1

HCID 13064594HCID 13064594, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of 9.3 g. of N'-(4-amino-2,6-dichlorophenyl)-N,N-dimethylformamidine (Example 9) and 5.0 g. of o-fluorobenzaldehyde in 25 ml. of absolute ethanol is refluxed for 18 hours. The solution is evaporated in vacuo to provide a syrup. The syrup is dissolved in 50 ml. of ether and n-hexane is added to 500 ml. The solution is cooled and filtered. The filtrate is evaporated to 100 ml. to precipitate the product. The product is collected by filtration and washed with n-hexane to give 7.4 g. of the desired product as bright yellow crystals, m.p. 79°-81° C.

Workup

  1. additionA mixture of 9.3 g
  2. customThe solution is evaporated in vacuo
  3. customto provide a syrup
  4. dissolutionThe syrup is dissolved in 50 ml
  5. temperatureThe solution is cooled
  6. filtrationfiltered
  7. customThe filtrate is evaporated to 100 ml
  8. customto precipitate the product
  9. filtrationThe product is collected by filtration
  10. washwashed with n-hexane
  11. customto give 7.4 g

Sources & evidence

ORD record
ord-4df39bce0c8f43feb99d4075f749af52
Source dataset
uspto-grants-1982_11
Patent number
US04360466

Reaction notes

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