Bromine → HCID 178426530, compound

HRID 1077311Notes

Reaction equation

HRID 1077311 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.[Br:15]Br.S(=O)(O)[O-].[Na+]>O>[Br: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

5

Reactant 3

HCID 24408Bromine2×HCID 23665763Sodium BisulfiteHCID 178426531HCID 178426531, compound

Product 1

HCID 178426530HCID 178426530, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a slurry of 10 g. (0.0523 mole) of 1-(p-tolyl)biguanide in 175 ml of water is added dropwise 8.4 g. (0.053 mole) of bromine over a period of 3 hours. The reaction mixture is cooled and the unreacted bromine discharged with sodium bisulfite. The mixture is made strongly alkaline and extracted into ether. The ether layer is dried over Na2SO4, charcoaled, filtered and evaporated to obtain 1-(2-bromo-4-methylphenyl)biguanide.

Workup

  1. temperatureThe reaction mixture is cooled
  2. extractionextracted into ether
  3. dry with materialThe ether layer is dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-307dc130910d46ea944e8cd9d5e1f9c8
Source dataset
uspto-grants-1976_05
Patent number
US03959488

Reaction notes

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