Hydrazine hydrate (1:1) → 5-Hydrazino-1,3-dihydropyrrolo[4,3,2-de]isoquinoline

HRID 1284032Notes

Reaction equation

HRID 1284032 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.O.[NH2:17][NH2:18]>CO>[NH:17]([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)[NH2:18]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 215155225-Ethoxy-1,3-dihydropyrrolo[4,3,2-de]isoquinoline

Product 1

HCID 30410875-Hydrazino-1,3-dihydropyrrolo[4,3,2-de]isoquinoline

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 5-ethoxy-1,3-dihydropyrrolo[4,3,2-de]isoquinoline (10.0 g), described in Example 5, in methanol (100 ml) is combined with a solution of hydrazine hydrate (3 g) in methanol (150 ml). After boiling overnight the mixture is concentrated to half of its original volume and diluted with ether. The resulting precipitate is collected to give the title compound, mp 188° - 189°C, νmaxnujol 3370, 3325, 3150, 1628, 1583, 1540 and 1510 cm-1.

Workup

  1. concentrationthe mixture is concentrated to half of its original volume
  2. additiondiluted with ether
  3. customThe resulting precipitate is collected

Sources & evidence

ORD record
ord-b872ab6c2b594ecfb26287bca44f897b
Source dataset
uspto-grants-1976_08
Patent number
US03978066

Reaction notes

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