Hydroxyamine hydrochloride → (NE)-N-[3-(3-bromophenyl)-1-(5-bromo-3-pyridinyl)-3-(2-methylphenyl)propylidene]hydroxylamine

HRID 1617569Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:9][C:10]([C:12]2[CH:13]=[N:14][CH:15]=[C:16]([Br:18])[CH:17]=2)=O)[CH:5]=[CH:6][CH:7]=1.Cl.[NH2:27][OH:28].C([O-])(O)=O.[Na+]>>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:9]/[C:10](/[C:12]2[CH:13]=[N:14][CH:15]=[C:16]([Br:18])[CH:17]=2)=[N:27]\[OH:28])[CH:5]=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 443297Hydroxyamine hydrochloride

HCID 516892Sodium Bicarbonate

HCID 670155683-(3-Bromo-phenyl)-1-(5-bromo-pyridin-3-yl)-3-o-tolyl-propan-1-one

Product 1

HCID 58043499(NE)-N-[3-(3-bromophenyl)-1-(5-bromo-3-pyridinyl)-3-(2-methylphenyl)propylidene]hydroxylamine

Procedure

In analogy to example 74, step 7, from 3-(3-bromo-phenyl)-1-(5-bromo-pyridin-3-yl)-3-o-tolyl-propan-1-one and hydroxylamine hydrochloride in the presence of NaHCO3 was prepared the title compound as a white solid, MS (ESI+): m/z=472.9850 ([M+H]+, 1Br).

Sources & evidence

ORD record: ord-3a93f45a0f834ed38e4f003d82429bc7
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

Loading…