HCID 12051698, compound → HCID 22254489, compound

HRID 1168570Notes

Reaction equation

HRID 1168570 reaction equation
CC(C)C[NH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]2[N:15]=[N:16][N:17]=[C:7]2[C:6]=1[N+:18]([O-])=O>[Pt].C(O)C>[N:15]1[N:8]2[C:9]3[C:14]([C:5]([NH2:4])=[C:6]([NH2:18])[C:7]2=[N:17][N:16]=1)=[CH:13][CH:12]=[CH:11][CH:10]=3

Participants

4

Reactant 1

HCID 12051698HCID 12051698, compound

Product 1

HCID 22254489HCID 22254489, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

N-(2-Methylpropyl)-4-nitrotetrazolo[1,5-a]quinolin-5-amine (1.0 g, 3.5 mmole, Example 15), ethanol (100 mL) and Pt/C were placed in a Paar apparatus. The mixture was hydrogenated at 50 psi (3.44×105 Pa). The reaction mixture was filtered to remove the catalyst then concentrated under vacuum. The residue was recrystallized from ethyl acetate to provide 0.35 g of N5-methylpropyl)tetrazolo[1,5-a]quinoline-4,5-diamine as off white needles, m.p. 148-150° C. Analysis: Calculated for C13H16N6: %C, 60.92; %H, 6.29; %N, 32.79; Found: %C, 60.94; %H, 6.25; %N, 32.93.

Workup

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

Sources & evidence

ORD record
ord-9076b4301704423fa0acf5974c3a0b26
Source dataset
uspto-grants-2003_09
Patent number
US06624305B2

Reaction notes

Loading…