Acetic Acid → HCID 13019874, compound

HRID 903947Notes

Reaction equation

HRID 903947 reaction equation
Cl.[CH2:2]([S:4][C:5]1[N:6]([C:10]2[CH:15]=[CH:14][C:13](C)=[CH:12][CH:11]=2)[CH:7]=[CH:8][N:9]=1)[CH3:3].Br.C(O)(=[O:20])C>>[CH2:2]([S:4][C:5]1[N:6]([C:10]2[CH:15]=[CH:14][C:13]([OH:20])=[CH:12][CH:11]=2)[CH:7]=[CH:8][N:9]=1)[CH3:3]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 23460973HCID 23460973, compound

Product 1

HCID 13019874HCID 13019874, compoundYield 72.5%

Procedure

A mixture of 14 parts of 2-(ethylthio)-1-(4-methylphenyl)-1H-imidazole monohydrochloride and 113 parts of hydrobromic acid solution 48% in glacial acetic acid is stirred and refluxed for 3 hours. The reaction mixture is evaporated and the residue is dissolved in water. The solution is neutralized with sodium hydrogen carbonate. The precipitated product is filtered off and crystallized from 2-propanol, yielding 8.3 parts (72.5%) of 4-[2-(ethylthio)-1H-imidazol-1-yl]phenol; mp. 165.2° C.

Workup

  1. temperaturerefluxed for 3 hours
  2. customThe reaction mixture is evaporated
  3. dissolutionthe residue is dissolved in water
  4. filtrationThe precipitated product is filtered off
  5. customcrystallized from 2-propanol

Sources & evidence

ORD record
ord-1a6f8ca3571c4c2ca14a4acf31deff4e
Source dataset
uspto-grants-1980_10
Patent number
US04229460

Reaction notes

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