Piperidin-4-ol → 1-{5,6-Bis[4-(dimethylamino)phenyl]-1,2,4-triazin-3-yl}piperidin-4-ol

HRID 436263Notes

Reaction equation

HRID 436263 reaction equation
[CH3:1][N:2]([CH3:26])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11](SC)[N:12]=[N:13][C:14]=2[C:15]2[CH:20]=[CH:19][C:18]([N:21]([CH3:23])[CH3:22])=[CH:17][CH:16]=2)=[CH:5][CH:4]=1.[OH:27][CH:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1.OC1CCNCC1.N1C=CN=CN=1>O>[CH3:1][N:2]([CH3:26])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([N:31]3[CH2:32][CH2:33][CH:28]([OH:27])[CH2:29][CH2:30]3)[N:12]=[N:13][C:14]=2[C:15]2[CH:20]=[CH:19][C:18]([N:21]([CH3:23])[CH3:22])=[CH:17][CH:16]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 79341Piperidin-4-olHCID 20349540HCID 20349540, compoundHCID 86733197HCID 86733197, compound

Product 1

HCID 214538591-{5,6-Bis[4-(dimethylamino)phenyl]-1,2,4-triazin-3-yl}piperidin-4-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Three grams of 5,6-bis(4-dimethylaminophenyl)-3 -methylthio-1,2,4-triazine and 1.5 g. of 4-hydroxypiperidine were heated at about 150° C. for 12 hours. The reaction mixture was treated with water and the product was collected. The product was dissolved in benzene and the solution was slowly added to n-hexane. The solid which precipitated was recrystallized from ethyl acetate to yield 1.6 g. of 5,6-bis(4-dimethylaminophenyl)-3-(4-hydroxypiperidine-1,2,4-triazine, mp about 186°-188° C.

Workup

  1. customthe product was collected
  2. dissolutionThe product was dissolved in benzene
  3. additionthe solution was slowly added to n-hexane
  4. customThe solid which precipitated
  5. customwas recrystallized from ethyl acetate
  6. customto yield 1.6 g

Sources & evidence

ORD record
ord-80f819241618426c92b5482f8e3dcf44
Source dataset
uspto-grants-1977_02
Patent number
US04008232

Reaction notes

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