3,4-Dimethylbenzaldehyde → HCID 178425638, compound

HRID 2419797Notes

Reaction equation

HRID 2419797 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[CH3:10])[CH:5]=O.[IH:11].[NH2:12][NH:13][C:14]([NH:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[NH:15]>C(O)C>[IH:11].[CH2:17]([NH:16][C:14]([NH:13][N:12]=[CH:5][C:4]1[CH:7]=[CH:8][C:9]([CH3:10])=[C:2]([CH3:1])[CH:3]=1)=[NH:15])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 222783,4-DimethylbenzaldehydeHCID 178506603HCID 178506603, compound

Product 1

HCID 178425638HCID 178425638, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2.68 g. of 3,4-dimethylbenzaldehyde and 5.84 g. of 1-amino-3-benzylguanidine hydroiodide [W. J. Finnegan, R. A. Henry and E. Lieber, J. Org. Chem., 18, 779 (1953)] in 30 ml. of 66% aqueous ethanol is heated under reflux for 3 hours and then allowed to cool and crystallize. Filtration gives nearly colorless crystals which are recrystallized from aqueous ethanol, giving the desired product as cream-colored crystals, m.p. 183°-185° C.

Workup

  1. additionA mixture of 2.68 g
  2. temperatureunder reflux for 3 hours
  3. temperatureto cool
  4. customcrystallize
  5. filtrationFiltration
  6. customgives nearly colorless crystals which
  7. customare recrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-78c7454f2d1d483ca0ef930999613aa2
Source dataset
uspto-grants-1978_08
Patent number
US04107326

Reaction notes

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