Hydrazine hydrate (1:1) → HCID 21418236, compound

HRID 441815Notes

Reaction equation

HRID 441815 reaction equation
[Br-:1].[CH3:2][N+:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:13][CH2:14][CH2:15][N:16]3C(=O)C4=CC=CC=C4C3=O)[CH:9]=2)[CH:4]=1.O.NN>C(O)C>[Br-:1].[NH2:16][CH2:15][CH2:14][O:13][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[CH:4]=[N+:3]([CH3:2])[CH:12]=[CH:11]2

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 21418184HCID 21418184, compound

Product 1

HCID 21418236HCID 21418236, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Methyl-6(2-Phthalimidoethoxy)isoquinolinium bromide (900 mg.) and hydrazine hydrate (0.3 g.) in ethanol (50 ml) were heated under reflux for 2 hr. The mixture was cooled and the precipitated hydrazide filtered off. Addition of ether to the filtrate gave a solid which was recrystallised from acetonitrile and had m.p. 173°-176°.

Workup

  1. temperatureunder reflux for 2 hr
  2. temperatureThe mixture was cooled
  3. filtrationthe precipitated hydrazide filtered off
  4. additionAddition of ether to the filtrate
  5. customgave a solid which
  6. customwas recrystallised from acetonitrile

Sources & evidence

ORD record
ord-d94dd1c56ae74daaaa12096f95ca2d92
Source dataset
uspto-grants-1977_08
Patent number
US04042697

Reaction notes

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