Diethyl Ether → HCID 178512099, compound

HRID 2419795Notes

Reaction equation

HRID 2419795 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+].[Cl:21][C:22]1[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:23]=1[CH:24]=O>C(Cl)Cl.CCCCCC>[CH2:7]([NH:6][C:4]([NH:3][N:2]=[CH:24][C:23]1[CH:26]=[CH:27][C:28]([Cl:30])=[CH:29][C:22]=1[Cl:21])=[NH:5])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

7

Reactant 4

HCID 3283Diethyl EtherHCID 134042,4-DichlorobenzaldehydeHCID 14798Sodium HydroxideHCID 178506603HCID 178506603, compound

Product 1

HCID 178512099HCID 178512099, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8058HexaneSolvent

Procedure

A 10.0 g. portion of 1-amino-3-benzylguanidine hydroiodide in a mixture of 100 ml. each of diethyl ether, hexane and methylene chloride is shaken with 10 ml. of 5N NaOH. A 5.98 g. portion of 2,4-dichlorobenzaldehyde is added and 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 methylene chloride-hexane, giving the desired product as cream colored crystals, m.p. 139°-141° C.

Workup

  1. washThe organic layer is washed with saturated aqueous sodium chloride
  2. concentrationconcentrated to dryness under reduced pressure
  3. customThe residue is crystallized from methylene chloride-hexane

Sources & evidence

ORD record
ord-e6d0958300204bd3aa12fed93ce6e133
Source dataset
uspto-grants-1978_08
Patent number
US04107326

Reaction notes

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