Benzenamine, 4-methyl-, hydrochloride (1:1) → HCID 178426532, compound

HRID 1077308Notes

Reaction equation

HRID 1077308 reaction equation
[ClH:1].[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH3:9])=[CH:5][CH:4]=1.[C:10]([NH:12][C:13]([NH2:15])=[NH:14])#[N:11].[OH-].[Na+]>O>[ClH:1].[ClH:1].[C:6]1([CH3:9])[CH:7]=[CH:8][C:3]([NH:2][C:10]([NH:12][C:13]([NH2:15])=[NH:14])=[NH:11])=[CH:4][CH:5]=1

Participants

5

Reactant 3

HCID 10891Benzenamine, 4-methyl-, hydrochloride (1:1)HCID 14798Sodium HydroxideHCID 178418324HCID 178418324, compound

Product 1

HCID 178426532HCID 178426532, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of 4.3 g. (.03 mole) of p-toluidine hydrochloride and 2.5 g. (0.03 mole) of cyanoguanidine is immersed in a a 210° C. oil bath for fifteen minutes. The resulting amber glass-like reaction product is dissolved in 100 ml of water, alkalized with 40% sodium hydroxide solution, and extracted with 250 ml of ether. The ether layer is backwashed twice with 10 ml of water, dried over sodium carbonate, filtered, and the ether solution made strongly acidic with a saturated etheral hydrochloric acid solution. The precipitate is collected on a filter, washed twice with 50 ml of anhydrous ether, and dried in vacuo at 25°C to obtain 1-(p-tolyl)biguanide dihydrochloride.

Workup

  1. additionA stirred mixture of 4.3 g
  2. customa 210° C. oil bath
  3. customfor fifteen minutes
  4. customThe resulting amber glass-like reaction product
  5. extractionextracted with 250 ml of ether
  6. dry with materialdried over sodium carbonate
  7. filtrationfiltered
  8. customThe precipitate is collected on a filter
  9. washwashed twice with 50 ml of anhydrous ether
  10. customdried in vacuo at 25°C

Sources & evidence

ORD record
ord-dc4ac88e4280495c8ee8c804e8bb6d17
Source dataset
uspto-grants-1976_05
Patent number
US03959488

Reaction notes

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