Hydrochloric Acid → HCID 178426533, compound

HRID 1077309Notes

Reaction equation

HRID 1077309 reaction equation
[C:1]1([CH3:14])[CH:6]=[CH:5][C:4]([NH:7][C:8]([NH:10][C:11]([NH2:13])=[NH:12])=[NH:9])=[CH:3][CH:2]=1.[ClH:15].[Cl:16]([O-])(=O)=O.[Na+].[OH-].[Na+]>C(O)(=O)C.O>[ClH:16].[Cl:15][C:5]1[CH:6]=[C:1]([CH3:14])[CH:2]=[CH:3][C:4]=1[NH:7][C:8]([NH:10][C:11]([NH2:13])=[NH:12])=[NH:9]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 516902Sodium ChlorateHCID 178426531HCID 178426531, compound

Product 1

HCID 178426533HCID 178426533, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To 0.05 moles of 1-(p-tolyl)biguanide dissolved in 75 ml of acetic acid is added 9 ml of concentrated hydrochloric acid followed by 1.74 g. (0.0164 moles) of sodium chlorate in 4 ml of water. The temperature is held below 25°C with stirring for 10 hours and then cooled in an ice bath. To the reaction mixture is added 40% sodium hydroxide solution and extracted with ether. The ether is worked with water, dried over magnesium sulfite and evaporated to dryness. The hydrochloride salt is then prepared with ethanolic hydrochloric acid to obtain 1-(2-chloro-4-methylphenyl)biguanide hydrochloride.

Workup

  1. customis held below 25°C
  2. temperaturecooled in an ice bath
  3. extractionextracted with ether
  4. dry with materialdried over magnesium sulfite
  5. customevaporated to dryness
  6. customThe hydrochloride salt is then prepared with ethanolic hydrochloric acid

Sources & evidence

ORD record
ord-b382b34be9174c39a526f05c512b0bb7
Source dataset
uspto-grants-1976_05
Patent number
US03959488

Reaction notes

Loading…