Sodium Hydroxide → HCID 178424782, compound

HRID 2419796Notes

Reaction equation

HRID 2419796 reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:3]=1[CH:4]=O.I.[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].[OH-].[Na+]>C(O)C>[CH2:17]([NH:16][C:14]([NH:13][N:12]=[CH:4][C:3]1[C:2]([CH3:1])=[CH:9][CH:8]=[CH:7][C:6]=1[CH3:10])=[NH:15])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 5838412,6-DimethylbenzaldehydeHCID 178506603HCID 178506603, compound

Product 1

HCID 178424782HCID 178424782, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.34 g. of 2,6-dimethylbenzaldehyde [G. Lock and K. Schmidt, J. Prakt. Chem., 140, 229 (1934) and 2.92 g. of 1-amino-3-benzylguanidine hydroiodide in 25 ml. of absolute ethanol is heated at reflux for 18 hours. The solution is evaporated under reduced pressure to give a syrup which is made alkaline with aqueous NaOH. The mixture is extracted with chloroform. The chloroform extract is evaporated under reduced pressure to give a yellow syrup. Trituration of this syrup with diethyl ether and n-hexane, followed by filtration, gives the desired product as light pink crystals, m.p. 125°-126° C.

Workup

  1. temperatureat reflux for 18 hours
  2. customThe solution is evaporated under reduced pressure
  3. customto give a syrup which
  4. extractionThe mixture is extracted with chloroform
  5. extractionThe chloroform extract
  6. customis evaporated under reduced pressure
  7. customto give a yellow syrup
  8. filtrationTrituration of this syrup with diethyl ether and n-hexane, followed by filtration

Sources & evidence

ORD record
ord-c2450ed3a34840309f1947b44d0b79e0
Source dataset
uspto-grants-1978_08
Patent number
US04107326

Reaction notes

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