2-Bromomethylnaphthalene →

HRID 248902Notes

Reaction equation

[Br:1][CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1.C([NH:21][C:22](=[O:30])[NH:23][C:24]1[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=1)(=O)C1C=CC=CC=1>C(#N)C>[Br-:1].[NH2:21][C:22]([NH2:23])=[O:30].[CH:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:11]=[CH:12][C:3]=1[CH2:2][N:27]1[CH:26]=[CH:25][CH2+:24]=[CH:29][CH2:28]1

Participants

Reactant 2

HCID 703202-Bromomethylnaphthalene

HCID 2988510HCID 2988510, compound

Product 0

No Product data yet.

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-Bromomethylnaphthalene is heated with 4-benzoylureidopyridine in acetonitrile solvent to give 1-benzoyl3-[1-(naphth-2-ylmethyl)-4-pyridinium urea bromide m.p.247°-8° C. This compound is reduced by refluxing with sodium borohydride in isopropyl alcohol solvent to give the title compound, m.p. of HCl hemihydrate salt=232°-234° C.

Sources & evidence

ORD record: ord-92bfbb7745dd471fb0c6f6cab81c75da
Source dataset: uspto-grants-1993_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05212179

Reaction notes

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