Diethyl Ether → HCID 178467026, compound

HRID 2419798Notes

Reaction equation

HRID 2419798 reaction equation
I.[NH2:2][NH:3][C:4]([NH:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[NH:5].C(OCC)C.[OH-].[Na+].[CH2:21]([O:23][C:24]1[CH:31]=[C:30]([O:32][CH2:33][CH3:34])[CH:29]=[C:28]([O:35][CH2:36][CH3:37])[C:25]=1[CH:26]=O)[CH3:22]>C(Cl)Cl.CCCCCC>[CH2:7]([NH:6][C:4]([NH:3][N:2]=[CH:26][C:25]1[C:24]([O:23][CH2:21][CH3:22])=[CH:31][C:30]([O:32][CH2:33][CH3:34])=[CH:29][C:28]=1[O:35][CH2:36][CH3:37])=[NH:5])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

7

Reactant 4

HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 2897412,4,6-TriethoxybenzaldehydeHCID 178506603HCID 178506603, compound

Product 1

HCID 178467026HCID 178467026, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8058HexaneSolvent

Procedure

A mixture of 10.0 g. of 1-amino-3-benzylguanidine hydroiodide and 100 ml. each of diethyl ether, n-hexane and methylene chloride is shaken with 10 ml. of 5N NaOH. To this is added 8.15 g. of 2,4,6-triethoxybenzaldehyde and the mixture is shaken for 15 minutes. The organic layer is washed with saturated aqueous sodium chloride, passed through hydrous sodium magnesium silicate and concentrated to dryness under reduced pressure. The residue is crystallized from aqueous ethanol, giving the desired product as nearly colorless crystals, m.p. 140°-141° C.

Workup

  1. additionA mixture of 10.0 g
  2. additionTo this is added 8.15 g
  3. washThe organic layer is washed with saturated aqueous sodium chloride
  4. concentrationconcentrated to dryness under reduced pressure
  5. customThe residue is crystallized from aqueous ethanol

Sources & evidence

ORD record
ord-0bccac6b643f4a81b1df27788c0938aa
Source dataset
uspto-grants-1978_08
Patent number
US04107326

Reaction notes

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