3-(Piperazin-1-yl)propane-1,2-diol → HCID 20032015, compound

HRID 231771Notes

Reaction equation

HRID 231771 reaction equation
[OH:1][CH:2]([CH2:10][OH:11])[CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.[C:12]([C:14]1[CH:19]=[CH:18][N:17]=[N:16][C:15]=1[Cl:20])#[N:13]>O1CCOCC1.Cl.C(O)(C)C>[ClH:20].[ClH:20].[C:12]([C:14]1[CH:19]=[CH:18][N:17]=[N:16][C:15]=1[N:7]1[CH2:8][CH2:9][N:4]([CH2:3][CH:2]([OH:1])[CH2:10][OH:11])[CH2:5][CH2:6]1)#[N:13]

Participants

6

Reactant 2

HCID 1110023-(Piperazin-1-yl)propane-1,2-diolHCID 123709723-Chloropyridazine-4-carbonitrile

Product 1

HCID 20032015HCID 20032015, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 3776IsopropanolSolventHCID 312751,4-DioxaneSolvent

Procedure

Grams 6.9 of 1-(2,3-dihydroxypropyl)piperazine and 3.0 g of 4-cyano-3-chloropyridazine in 60 ml dioxane were refluxed for 2 hours. The reaction mixture was settled, the supernatant liquor evaporated to dryness and the residue, which formed, was dissolved in 10 ml concentrated hydrochloric acid and diluted with 10 volumes of isopropanol. A precipitate was obtained formed by a gummy oil, which solidified afterwards giving 5.9 g of 3-[4-(4-cyanopyridazin-3-yl)piperazin-1yl]propane-1,2-diol dihydrochloride which melted at 128°-130° C.

Workup

  1. customthe supernatant liquor evaporated to dryness
  2. customthe residue, which formed
  3. customA precipitate was obtained
  4. customformed by a gummy oil, which

Sources & evidence

ORD record
ord-f2986ccf2e044ec0b57fdf96135df790
Source dataset
uspto-grants-1989_07
Patent number
US04849422

Reaction notes

Loading…