Ethanol → HCID 178512120, compound

HRID 262770Notes

Reaction equation

HRID 262770 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH:4]=O.I.[NH2:12][NH:13][C:14]([NH:16][CH2:17][C:18]1[CH:23]=[N:22][CH:21]=[CH:20][N:19]=1)=[NH:15].C(O)C.[OH-].[Na+]>C(O)(=O)C>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH:4]=[N:12][NH:13][C:14]([NH:16][CH2:17][C:18]1[CH:23]=[N:22][CH:21]=[CH:20][N:19]=1)=[NH:15]

Participants

6

Reactant 4

HCID 702EthanolHCID 67372,6-DichlorobenzaldehydeHCID 14798Sodium HydroxideHCID 178506607HCID 178506607, compound

Product 1

HCID 178512120HCID 178512120, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 2.83 g. of 2,6-dichlorobenzaldehyde and 1-amino-3-(pyrazinylmethyl)guanidine hydriodide from Example 10 in 50 ml. of absolute ethanol and 5.0 ml. of glacial acetic acid is heated at reflux for 4 hours. The cooled solution is made basic by addition of 10N sodium hydroxide and extracted with ether. The ether extract is evaporated to give a residual orange gum which is crystallized from absolute ethanol to give the desired product as colorless crystals, m.p. 168°-169° C.

Workup

  1. temperatureat reflux for 4 hours
  2. extractionextracted with ether
  3. extractionThe ether extract
  4. customis evaporated
  5. customto give a residual orange gum which
  6. customis crystallized from absolute ethanol

Sources & evidence

ORD record
ord-22022493b50f42a592f5330ad9a475eb
Source dataset
uspto-grants-1979_05
Patent number
US04154947

Reaction notes

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