HCID 12114563, compound → HCID 12114564, compound

HRID 610483Notes

Reaction equation

HRID 610483 reaction equation
[CH3:1][C:2]([NH:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]2[N:16]=[N:17][N:18]=[C:8]2[C:7]=1[N+:19]([O-])=O)([CH3:4])[CH3:3]>[Pt].C(O)C>[CH3:4][C:2]([NH:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]2[N:16]=[N:17][N:18]=[C:8]2[C:7]=1[NH2:19])([CH3:1])[CH3:3]

Participants

4

Reactant 1

HCID 12114563HCID 12114563, compound

Product 1

HCID 12114564HCID 12114564, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

N-(1,1-dimethylethyl)-4-nitrotetrazolo[1,5-a]quinolin-5-amine (4.2 g, Example 18), ethanol (100 mL) and Pt/C (0.5 g) were placed in a Paar apparatus. The mixture was hydrogenated. The reaction mixture was filtered to remove catalyst then concentrated to dryness under vacuum. The residue was recrystallized from ethyl acetate/dichloromethane to provide N5 -(1,1-dimethylethyl)tetrazolo[1,5-a]quinoline-4,5-diamine as a pale blue crystalline solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customto remove catalyst
  3. concentrationthen concentrated to dryness under vacuum
  4. customThe residue was recrystallized from ethyl acetate/dichloromethane

Sources & evidence

ORD record
ord-1f05c7d056004ce09bb35ee5e8f5bb6d
Source dataset
uspto-grants-1999_12
Patent number
US05998619

Reaction notes

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