Hydrochloric Acid → HCID 178485100, compound

HRID 27195

Reaction equation

HRID 27195 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[NH2:4].Cl.C1C(O)=CC=CC=1C.[CH3:19][NH:20][C:21]#[N:22].[OH-].[Na+]>CCOCC>[ClH:1].[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[NH:4][C:21]([NH:20][CH3:19])=[NH:22]

Participants

7

Reactant 5

HCID 313Hydrochloric Acid2×HCID 342M-CresolHCID 118462,6-DichloroanilineHCID 14798Sodium HydroxideHCID 119415Methylcyanamide

Product 1

HCID 178485100HCID 178485100, 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 ethereal 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 17.7 g (0.315 mole) of methyl 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 1-(2,6-dichlorophenyl)-3-methylguanidine hydrochloride.

Workup

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

Sources & evidence

ORD record
ord-74323d72318144f2bba0d3da22753433
Source dataset
uspto-grants-1980_09
Patent number
US04220658

Linked notes

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