Hydrogen Bromide → HCID 23048860, compound

HRID 2106776Notes

Reaction equation

HRID 2106776 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([N:21]4[C:25](=[O:26])[N:24]([CH2:27][CH2:28][CH3:29])[CH:23]([CH3:30])[NH:22]4)=[CH:17][CH:16]=3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.Br>O>[OH:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:10][CH2:11][N:12]([C:15]3[CH:16]=[CH:17][C:18]([N:21]4[C:25](=[O:26])[N:24]([CH2:27][CH2:28][CH3:29])[CH:23]([CH3:30])[NH:22]4)=[CH:19][CH:20]=3)[CH2:13][CH2:14]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 23048856HCID 23048856, compound

Product 1

HCID 23048860HCID 23048860, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 16 parts of 4,5-dihydro-2-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-5-methyl-4-propyl-3H-1,2,4-triazol-3-one and 375 parts of a hydrobromic acid solution 48% in water was stirred and refluxed for 4 hours. After cooling, the precipitated product was filtered off and dissolved in a mixture of methanol and water. The whole was neutralised with a sodium hydrogen carbonate solution. The precipitated product was filtered off and crystallized from 1,4-dioxane, yielding 13 parts (85%) of 4,5-dihydro-2-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-5-methyl-4-propyl-3H-1,2,4-triazol-3-one; mp. 252.9° C. (compound 8.10).

Workup

  1. temperaturerefluxed for 4 hours
  2. temperatureAfter cooling
  3. filtrationthe precipitated product was filtered off
  4. dissolutiondissolved in a mixture of methanol and water
  5. filtrationThe precipitated product was filtered off
  6. customcrystallized from 1,4-dioxane

Sources & evidence

ORD record
ord-78b978f9c2bc45829ee06deef6c8969e
Source dataset
uspto-grants-1990_06
Patent number
US04931444

Reaction notes

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