HCID 12114563, compound → HCID 12114564, compound

HRID 1166566Notes

Reaction equation

HRID 1166566 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 acetateldichloromethane 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 acetateldichloromethane

Sources & evidence

ORD record
ord-d3d4bee2b2d84e42ae64c9c700ca8769
Source dataset
uspto-grants-2003_09
Patent number
US06613902B2

Reaction notes

Loading…