(4-Methoxyphenyl)hydrazine → HCID 178492054, compound

HRID 1907236Notes

Reaction equation

HRID 1907236 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:8]3[C:9]([C:14](=[O:23])[N:15]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[N:16]=3)=[CH:10][NH:11][C:12]=2[CH:13]=1)([O-:3])=[O:2].ClC1C2C(=CC([N+]([O-])=O)=CC=2)N=CC=1[C:38](OCC)=[O:39].COC1C=CC(NN)=CC=1>>[CH3:38][O:39][C:20]1[CH:21]=[CH:22][C:17]([N:15]2[C:14](=[O:23])[C:9]3=[CH:10][NH:11][C:12]4[CH:13]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[CH:6][C:7]=4[C:8]3=[N:16]2)=[CH:18][CH:19]=1

Participants

4

Reactant 3

HCID 77023(4-Methoxyphenyl)hydrazineHCID 21303360Ethyl 4-chloro-7-nitroquinoline-3-carboxylateHCID 178515230HCID 178515230, compound

Product 1

HCID 178492054HCID 178492054, compound

Procedure

The title compound was prepared following the procedure described 12a using 11a and 4-methoxyphenylhydrazine. 1H-NMR (DMSO-d6) δ (ppm): 3.76 (3H, s), 7.02 (2H, d, J=9.34 Hz), 8.02 (2H, d, J=9.06 Hz), 8.27 (1H, dd, J=8.79, 2.19 Hz), 8.39 (1H, d, J=8.79 Hz), 8.52 (1H, q, J=2.20 Hz), 8.88 (1H, d, J=6.04 Hz). m/z 337.3 (MH+).

Sources & evidence

ORD record
ord-90b239e42eb94efea9c515c5e5ac495c
Source dataset
uspto-grants-2013_12
Patent number
US08598159B2

Reaction notes

Loading…