Acetohydrazide → Pyrrolo(4,3,2-de)(1,2,4)triazolo(3,4-a)isoquinoline, 4,6-dihydro-8-methyl-

HRID 1284037Notes

Reaction equation

HRID 1284037 reaction equation
C(O[C:4]1[C:13]2[CH:12]=[CH:11][CH:10]=[C:9]3[NH:14][CH:15]=[C:7]([C:8]=23)[CH2:6][N:5]=1)C.[C:16]([NH:19][NH2:20])(=O)[CH3:17]>C(O)C>[CH3:17][C:16]1[N:5]2[CH2:6][C:7]3[C:8]4[C:9]([NH:14][CH:15]=3)=[CH:10][CH:11]=[CH:12][C:13]=4[C:4]2=[N:20][N:19]=1

Participants

4

Reactant 2

HCID 14039AcetohydrazideHCID 215155225-Ethoxy-1,3-dihydropyrrolo[4,3,2-de]isoquinoline

Product 1

HCID 3041158Pyrrolo(4,3,2-de)(1,2,4)triazolo(3,4-a)isoquinoline, 4,6-dihydro-8-methyl-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Alternatively the title compound is prepared as follows. A suspension of 5-ethoxy-1,3-dihydropyrrolo[4,3,2-de]isoquinoline (9.0 g) in dry ethanol (140 ml) is treated with acetylhydrazine (5.0 g). The mixture is heated at reflux for 2 days. Ethanol is partially removed by distillation and ether-hexane added. The solid is collected from methanol to give the title compound.

Workup

  1. customAlternatively the title compound is prepared
  2. temperatureThe mixture is heated
  3. temperatureat reflux for 2 days
  4. customEthanol is partially removed by distillation and ether-hexane
  5. additionadded
  6. customThe solid is collected from methanol

Sources & evidence

ORD record
ord-31cc7f915ef943b7a26216c83aed293b
Source dataset
uspto-grants-1976_08
Patent number
US03978066

Reaction notes

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