Hydrogen Bromide → HCID 12833693, compound

HRID 1446846Notes

Reaction equation

HRID 1446846 reaction equation
C([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([S:16][CH2:17][CH3:18])[N:13]([CH3:15])[CH:14]=2)=[CH:6][CH:5]=1)C.Br.C(=O)([O-])O.[Na+]>C(O)(=O)C>[CH2:17]([S:16][C:12]1[N:13]([CH3:15])[CH:14]=[C:10]([C:7]2[CH:8]=[CH:9][C:4]([OH:3])=[CH:5][CH:6]=2)[N:11]=1)[CH3:18]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 516892Sodium BicarbonateHCID 12833694HCID 12833694, compound

Product 1

HCID 12833693HCID 12833693, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 20 parts of 4-(4-ethoxyphenyl)-2-(ethylthio)-1-methyl-1H-imidazole and 37.5 parts of hydrobromic acid solution 48% in glacial acetic acid is stirred and refluxed for 3 hours. The reaction mixture is cooled and neutralized with sodium hydrogen carbonate. The precipitated product is filtered off and crystallized from 4-methyl-2-pentanone, yielding 5 parts of 4-[2-(ethylthio)-1-methyl-1H-imidazol-4-yl]phenol; mp. 209.9° C.

Workup

  1. temperaturerefluxed for 3 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationThe precipitated product is filtered off
  4. customcrystallized from 4-methyl-2-pentanone

Sources & evidence

ORD record
ord-b294df70a1844938af4ce1b244d5da6a
Source dataset
uspto-grants-1982_02
Patent number
US04313953

Reaction notes

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