1-Methylpiperazine → HCID 21455926, compound

HRID 1729871Notes

Reaction equation

HRID 1729871 reaction equation
[N+:1]([C:4]1[N:8]([CH2:9][CH2:10][O:11][C:12](=[O:14])[CH3:13])[C:7]([C:15]2[N:19]3[N:20]=[C:21](Cl)[CH:22]=[CH:23][C:18]3=[N:17][N:16]=2)=[N:6][CH:5]=1)([O-:3])=[O:2].[CH3:25][N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1>O1CCOCC1>[N+:1]([C:4]1[N:8]([CH2:9][CH2:10][O:11][C:12](=[O:14])[CH3:13])[C:7]([C:15]2[N:19]3[N:20]=[C:21]([N:29]4[CH2:30][CH2:31][N:26]([CH3:25])[CH2:27][CH2:28]4)[CH:22]=[CH:23][C:18]3=[N:17][N:16]=2)=[N:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 21455917HCID 21455917, compound

Product 1

HCID 21455926HCID 21455926, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In a manner analogous to that described in Example 21, 4.22 g. crude 3-(5-nitro-1-β-acetoxyethyl-2-imidazolyl)-6-chloro-s-triazolo[4,3-b]pyridazine were reacted with 4 g. 4-methylpiperazine in 20 ml. dioxan; after evaporation of the reaction mixture, the residue remaining behind was repeatedly digested with petroleum ether and then recrystallized from 15 ml. isopropanol, left to stand overnight and the crystals then filtered off with suction and washed with water. There were thus obtained 2.4 g. 3-(5-nitro- 1-β-acetoxyethyl-2-imidazolyl)-6-(4-methyl-1-piperazinyl)-s-triazolo[4,3-b]pyridazine, which has a melting point of 168° - 170° C.

Workup

  1. customafter evaporation of the reaction mixture
  2. customrecrystallized from 15 ml
  3. waitisopropanol, left
  4. filtrationthe crystals then filtered off with suction
  5. washwashed with water

Sources & evidence

ORD record
ord-049c4638c07246e88db35f64445862ad
Source dataset
uspto-grants-1976_11
Patent number
US03989832

Reaction notes

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