Hydrazine → HCID 43840406, compound

HRID 2368704Notes

Reaction equation

HRID 2368704 reaction equation
Cl[C:2]1[CH:11]=[C:10]([CH3:12])[C:9]2[C:4](=[C:5]([CH3:14])[CH:6]=[CH:7][C:8]=2[CH3:13])[N:3]=1.[NH2:15][NH2:16]>>[NH:15]([C:2]1[CH:11]=[C:10]([CH3:12])[C:9]2[C:4](=[C:5]([CH3:14])[CH:6]=[CH:7][C:8]=2[CH3:13])[N:3]=1)[NH2:16]

Participants

3

Reactant 2

HCID 9321HydrazineHCID 269162HCID 269162, compound

Product 1

HCID 43840406HCID 43840406, compoundYield 38%

Procedure

A solution of 2-chloro-4,5,8-trimethylquinoline (2.2 g, 10.7 mmoles) in NH2NH2 was reacted as outlined in Scheme 1 above to give the desired title compound (830 mg, 38%). Spectroscopic data: 1H NMR (300 MHz, CDCl3) δ ppm 2.62 (s, 3 H) 2.78 (s, 6 H) 4.13 (br. s., 2 H) 5.74 (br. s., 1 H) 6.52 (s, 1 H) 6.95 (d, J=7.03 Hz, 1 H) 7.28 (d, 1 H).

Sources & evidence

ORD record
ord-4d5f059c2228461281d6e92c8275b3f1
Source dataset
uspto-grants-2014_04
Patent number
US08703797B2

Reaction notes

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