Hydrazine → 2-Hydrazinyl-4-isopropyl-5,8-dimethylquinoline

HRID 1892265Notes

Reaction equation

HRID 1892265 reaction equation
Cl[C:2]1[CH:11]=[C:10]([CH:12]([CH3:14])[CH3:13])[C:9]2[C:4](=[C:5]([CH3:16])[CH:6]=[CH:7][C:8]=2[CH3:15])[N:3]=1.[NH2:17][NH2:18]>>[NH:17]([C:2]1[CH:11]=[C:10]([CH:12]([CH3:14])[CH3:13])[C:9]2[C:4](=[C:5]([CH3:16])[CH:6]=[CH:7][C:8]=2[CH3:15])[N:3]=1)[NH2:18]

Participants

3

Reactant 2

HCID 9321HydrazineHCID 835270542-Chloro-4-isopropyl-5,8-dimethylquinoline

Product 1

HCID 670830992-Hydrazinyl-4-isopropyl-5,8-dimethylquinoline

Procedure

A solution of 2-chloro-4-isopropyl-5,8-dimethylquinoline (1.00 g, 4.3 mmol) in NH2NH2 was reacted as outlined in Scheme 1 above to give the title compound. Spectroscopic data: 1H NMR (300 MHz, CDCl3) δ ppm 1.30 (d, J=6.74 Hz, 6 H) 2.64 (s, 3 H) 2.82 (s, 3 H) 3.95-4.10 (m, 1 H) 6.72 (s, 1 H) 6.98 (d, J=7.33 Hz, 1 H) 7.30 (d, J=7.33 Hz, 1 H).

Sources & evidence

ORD record
ord-0551ff0ccc79467eb062e1e71c340e20
Source dataset
uspto-grants-2013_08
Patent number
US08507682B2

Reaction notes

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