Bis(4-methoxybenzyl)amine → HCID 86625944, compound

HRID 2105455Notes

Reaction equation

HRID 2105455 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([NH:11][OH:12])[CH:5]=[CH:4][N:3]=1.[CH3:13][O:14][C:15]1[CH:31]=[CH:30][C:18]([CH2:19][NH:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)=[CH:17][CH:16]=1>>[CH3:29][O:28][C:25]1[CH:24]=[CH:23][C:22]([CH2:21][N:20]([CH2:19][C:18]2[CH:30]=[CH:31][C:15]([O:14][CH3:13])=[CH:16][CH:17]=2)[C:2]2[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([NH:11][OH:12])[CH:5]=[CH:4][N:3]=2)=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 714952Bis(4-methoxybenzyl)amineHCID 86625945HCID 86625945, compound

Product 1

HCID 86625944HCID 86625944, compound

Procedure

In step (2) of Reaction Scheme IV, an N-(2-chloro-3-nitropyridin-4-yl)hydroxylamine of Formula XXXVIII is reacted with bis-(4-methoxybenzyl)amine to provide an N-{2-[bis-(4-methoxybenzyl)amino]-3-nitropyridin-4-yl}hydroxylamine of Formula XXXIX. The reaction can be carried out by adding the bis-(4-methoxybenzyl)amine to a solution of a compound of Formula XXXVIII in a suitable solvent such as toluene in the presence of a base such as triethylamine. The reaction can be carried out at an elevated temperature (about 90° C.).

Workup

  1. customIn step (2) of Reaction Scheme IV

Sources & evidence

ORD record
ord-3709d77341644915b8a8b5421eb0e720
Source dataset
uspto-grants-2009_08
Patent number
US07579359B2

Reaction notes

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