Hydrochloric Acid → HCID 178512583, compound

HRID 372078Notes

Reaction equation

HRID 372078 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[NH2:4].C1C(O)=CC=CC=1C.Cl.[N:19]#[C:20][NH2:21].[OH-].[Na+]>CCOCC>[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[NH:4][C:20]([NH2:21])=[NH:19]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 342M-CresolHCID 9864CyanamideHCID 118462,6-DichloroanilineHCID 14798Sodium Hydroxide

Product 1

HCID 178512583HCID 178512583, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 51 g. (0.315 mole) of 2,6-dichloroaniline is added 0.4 moles of etherial HCl and 200 ml of m-cresol. The mixture is then stirred and heated on a steam bath to drive off the ether and excess hydrogen chloride. To the resultant mixture is then added 13.3 g. (0.315 mole) of cyanamide then heated for 2 hours on a steam bath. The reaction mixture is then cooled, added to 150 ml of conc. sodium hydroxide solution, cooled and extracted with 2 liters of ether. The ether layer is washed with 2 × 1 liter of water, dried over sodium sulfate, charcoaled and evaporated. The residue is triturated with hexane and the precipitate is filtered off and washed with ether and dried to obtain 2,6-dichlorophenylguanidine.

Workup

  1. temperatureheated on a steam bath
  2. temperatureThe reaction mixture is then cooled
  3. temperaturecooled
  4. extractionextracted with 2 liters of ether
  5. washThe ether layer is washed with 2 × 1 liter of water
  6. dry with materialdried over sodium sulfate
  7. customevaporated
  8. customThe residue is triturated with hexane
  9. filtrationthe precipitate is filtered off
  10. washwashed with ether
  11. customdried

Sources & evidence

ORD record
ord-21a53d9910e744d1a366406804140f25
Source dataset
uspto-grants-1978_05
Patent number
US04088785

Reaction notes

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