Aniline → HCID 18516901, compound

HRID 1370062Notes

Reaction equation

HRID 1370062 reaction equation
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)[CH:5]=[CH:4][N:3]=[N:2]1.NC1C=CC=CC=1>[Pd]>[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[CH:5]=[CH:4][N:3]=[N:2]1

Participants

4

Reactant 2

HCID 6115AnilineHCID 185169871H-1,2,3-Triazole, 1-[2-(4-nitrophenoxy)ethyl]-

Product 1

HCID 18516901HCID 18516901, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

4-[2-(1,2,3-Triazol-1-yl)ethoxy]aniline was prepared from 4-[2-(1,2,3-triazol-1-yl)ethoxy]nitrobenzene (5.98 g, 25.5 mmol) and 10% palladium on charcoal (1.5 g) in a manner similar to the aniline intermediate of Example 12 to give the desired material (4.91 g) as a yellow solid m.p. 141°. δH (CDCl3) 7.69 (1H, d, J 0.5 Hz), 7.62 (1H, d J 0.5 Hz), 6.65 (2H, d, J 5.8 Hz), 6.58 (2H, d, J 5.8 Hz), 4.71 (2H, t, J 5.0 Hz), 4.24 (2H, t, J 5.0 Hz) and 3.43 (2H, s).

Sources & evidence

ORD record
ord-cf4ea7fe4c5c4e2392c5316b7e6c84ab
Source dataset
uspto-grants-2003_06
Patent number
US06579983B1

Reaction notes

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