Sodium Hydroxide → Ammonium Hydroxide

HRID 1973120Notes

Reaction equation

HRID 1973120 reaction equation
Cl.[F:2][C:3]1[C:9]([F:10])=[C:8]([F:11])[C:7]([F:12])=[C:6]([F:13])[C:4]=1[NH2:5].[CH:14]1([NH:17][C:18]([NH:20][C:21]#[N:22])=[NH:19])[CH2:16][CH2:15]1.[OH-:23].[Na+]>O>[NH4+:5].[OH-:23].[F:2][C:3]1[C:9]([F:10])=[C:8]([F:11])[C:7]([F:12])=[C:6]([F:13])[C:4]=1[NH:5][C:21]([NH:20][C:18]([NH:17][CH:14]1[CH2:16][CH2:15]1)=[NH:19])=[NH:22]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 193517312,3,4,5,6-Pentafluoroaniline hydrochlorideHCID 178512341HCID 178512341, compound

Product 2

HCID 14923Ammonium HydroxideHCID 178512343(1E)-1-[amino-(2,3,4,5,6-pentafluoroanilino)methylidene]-2-cyclopropylguanidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 7.0 g (0.035 mole) of 2,3,4,5,6-pentafluoroaniline hydrochloride and 4.4 g (0.035 mole) of 1-cyclopropyl-3-cyanoguanidine is heated at a melt for 11/2 hours. The mixture is then cooled, heated with 25 ml of water until solution and then made alkaline with 40% sodium hydroxide. The solution is extracted with ether and dried over potassium carbonate and evaporated to dryness. The residue is chromatogramed on silica gel using isopropanol:NH4OH to obtain 1-(2,3,4,5,6-pentafluorophenyl)-5-cyclopropylbiguanide.

Workup

  1. temperatureis heated at a melt for 11/2 hours
  2. temperatureThe mixture is then cooled
  3. extractionThe solution is extracted with ether
  4. dry with materialdried over potassium carbonate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-5a68ec6cfd4d4f229c3abf05e7ab0361
Source dataset
uspto-grants-1976_12
Patent number
US03996232

Reaction notes

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