4-Aminobenzonitrile → HCID 46191049, compound

HRID 523863Notes

Reaction equation

HRID 523863 reaction equation
[C:1]([C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1)#[N:2].Cl[C:11]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=[C:13](Cl)[N:12]=1.[CH3:21][C:22]1[CH:27]=[C:26]([CH2:28][CH:29]=[CH2:30])[CH:25]=[C:24]([CH3:31])[C:23]=1[OH:32]>>[CH3:21][C:22]1[CH:27]=[C:26]([CH2:28][CH:29]=[CH2:30])[CH:25]=[C:24]([CH3:31])[C:23]=1[O:32][C:13]1[N:12]=[C:11]([NH:7][C:6]2[CH:8]=[CH:9][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 133964-AminobenzonitrileHCID 852392,6-Dichloro-3-nitropyridineHCID 124349732,6-Dimethyl-4-(prop-2-en-1-yl)phenol

Product 1

HCID 46191049HCID 46191049, compound

Procedure

4-cyano aniline was coupled with 2,6-dichloro-3-nitropyridine by Method B in Preparation Example 1 to prepare 6-chloro-N2-(4′-cyanobenzene)-3-nitropyridine (intermediate II-1), which was coupled with 2,6-dimethyl-4-allylphenol by Method B in Preparation 2 to get Compound 15.

Sources & evidence

ORD record
ord-44444958a5c54493bdfb60346ad67858
Source dataset
uspto-grants-2016_05
Patent number
US09340492B2

Reaction notes

Loading…