Hydrogen Bromide → HCID 178419738, compound

HRID 1979935Notes

Reaction equation

HRID 1979935 reaction equation
C[O:2][C:3]1[N:8]=[N:7][C:6]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[BrH:15]>>[BrH:15].[OH:2][C:3]1[N:8]=[N:7][C:6]([N:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 20437727HCID 20437727, compound

Product 1

HCID 178419738HCID 178419738, compound

Procedure

4-(6-Methoxypyridazin-3-yl)piperazine (7.2 g) (J. Med. Chem. 1963, 5, 541) in 48% hydrobromic acid (140 ml) was heated at 110°-120° for 11/2 hours, left at room temperature overnight, then heated at 120° for a further 1 hour. The solvent was evaporated in vacuo and the residue treated twice with isopropanol and evaporated to dryness. The resulting solid was triturated with diethyl ether, filtered and washed with ether to give 4-(6-hydroxypyridazin-3-yl)piperazine, hydrobromide (11.2 g). A sample re-crystallized from ethanol had m.p. 289°-291°.

Workup

  1. temperatureheated at 120° for a further 1 hour
  2. customThe solvent was evaporated in vacuo
  3. additionthe residue treated twice with isopropanol
  4. customevaporated to dryness
  5. customThe resulting solid was triturated with diethyl ether
  6. filtrationfiltered
  7. washwashed with ether

Sources & evidence

ORD record
ord-f35718b91efb4454b465e2def7c00dc3
Source dataset
uspto-grants-1984_11
Patent number
US04483857

Reaction notes

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