Hydrogen Bromide → HCID 12833669, compound

HRID 484656Notes

Reaction equation

HRID 484656 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13]([CH2:14][CH2:15][CH3:16])[C:12]([S:17][CH3:18])=[N:11][CH:10]=2)=[CH:5][CH:4]=1.Br.C(=O)([O-])O.[Na+]>C(O)(=O)C>[CH3:18][S:17][C:12]1[N:13]([CH2:14][CH2:15][CH3:16])[C:9]([C:6]2[CH:7]=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=2)=[CH:10][N:11]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 516892Sodium BicarbonateHCID 12833667HCID 12833667, compound

Product 1

HCID 12833669HCID 12833669, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 3 parts of 5-(4-methoxyphenyl)-2-(methylthio)-1-propyl-1H-imidazole and 37.5 parts of hydrobromic acid solution 48% in glacial acetic acid is stirred and refluxed for 2.50 hours. The reaction mixture is cooled and neutralized with sodium hydrogen carbonate. The precipitated product is filtered off, washed with water and crystallized from a mixture of ethanol and water, yielding 2 parts of 4-[2-(methylthio)-1-propyl-1H-imidazol-5-yl]phenol; mp. 157.4° C.

Workup

  1. temperaturerefluxed for 2.50 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationThe precipitated product is filtered off
  4. washwashed with water
  5. customcrystallized from a mixture of ethanol and water

Sources & evidence

ORD record
ord-2c5f75c83b8c45a3be7d4f862c257a11
Source dataset
uspto-grants-1985_08
Patent number
US04533550

Reaction notes

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