Water → HCID 54456186, compound

HRID 2215646Notes

Reaction equation

HRID 2215646 reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.Cl.[NH2:11][C:12]([NH2:14])=[NH:13].O>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[N:13][C:12](=[NH:14])[N:11]=[CH:1][C:2]2[CH:9]=[CH:8][C:5]([CH3:6])=[CH:4][CH:3]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 5742Guanidine HydrochlorideHCID 77254-Methylbenzaldehyde

Product 1

HCID 54456186HCID 54456186, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-Methylbenzaldehyde (MBA) (0.50 mols–60 grams) is admixed with guanidine hydrochloride (0.25 mols, 25 grams) in molar ratio of 2:1. They are then heated under reflux in 150 ml of toluene under a Dean Stark water collector trap for approximately 17 hours to collect the theoretical amount of H2O evolved. The hot solution is rapidly decanted to ensure the removal of insoluble residues. The solution is then evaporated to dryness on a rotary evaporator. The crude immine is then recrystalized twice from absolute ethanol.

Workup

  1. temperatureThey are then heated
  2. customto collect the theoretical amount of H2O
  3. customThe hot solution is rapidly decanted
  4. customthe removal of insoluble residues
  5. customThe solution is then evaporated to dryness on a rotary evaporator
  6. customThe crude immine is then recrystalized twice from absolute ethanol

Sources & evidence

ORD record
ord-a04eea36ebee46728e04fb839a1b0238
Source dataset
uspto-grants-2006_09
Patent number
US07109329B2

Reaction notes

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