Hydrogen Bromide → 4-[4-(2-Thiazolyl)-1-piperazinyl]phenol

HRID 1263248Notes

Reaction equation

HRID 1263248 reaction equation
CO[CH:3]1[S:7][C:6]([N:8]2[CH2:13][CH2:12][N:11]([C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)[CH2:10][CH2:9]2)=[N:5][CH2:4]1.Br>>[S:7]1[CH:3]=[CH:4][N:5]=[C:6]1[N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=2)[CH2:12][CH2:13]1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 12952783HCID 12952783, compound

Product 1

HCID 129527844-[4-(2-Thiazolyl)-1-piperazinyl]phenolYield 68%

Procedure

A mixture of 4 parts of 4-[4-(4,5-dihydro-5-methoxy-2-thiazolyl)-1-piperazinyl]phenol and 150 parts of a hydrobromic acid solution 48% is stirred and refluxed for 12 hours. The reaction mixture is evaporated and the residue is dissolved in water. The precipitated product is filtered off and crystallized from 4-methyl-2-pentanone. The product is filtered off and dried, yielding 2.5 parts (68%) of 4-[4-(2-thiazolyl)-1-piperazinyl]phenol; mp. 169.9° C.

Workup

  1. temperaturerefluxed for 12 hours
  2. customThe reaction mixture is evaporated
  3. dissolutionthe residue is dissolved in water
  4. filtrationThe precipitated product is filtered off
  5. customcrystallized from 4-methyl-2-pentanone
  6. filtrationThe product is filtered off
  7. customdried

Sources & evidence

ORD record
ord-27242add97ee439789fdd5b0155bf0b4
Source dataset
uspto-grants-1984_06
Patent number
US04456605

Reaction notes

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