Furfural → 5-Chloro-6-{2-[(furan-2-ylmethyl)amino]ethoxy}naphthalene-2-carbonitrile

HRID 1400303Notes

Reaction equation

HRID 1400303 reaction equation
[Cl-].[Cl:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([C:13]#[N:14])=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[O:15][CH2:16][CH2:17][NH3+:18].[O:19]1[CH:23]=[CH:22][CH:21]=[C:20]1[CH:24]=O>>[Cl:2][C:3]1[C:4]([O:15][CH2:16][CH2:17][NH:18][CH2:24][C:20]2[O:19][CH:23]=[CH:22][CH:21]=2)=[CH:5][CH:6]=[C:7]2[C:12]=1[CH:11]=[CH:10][C:9]([C:13]#[N:14])=[CH:8]2

Participants

3

Reactant 2

HCID 7362FurfuralHCID 681512872-[(1-Chloro-6-cyanonaphthalen-2-yl)oxy]ethanaminium chloride

Product 1

HCID 590536615-Chloro-6-{2-[(furan-2-ylmethyl)amino]ethoxy}naphthalene-2-carbonitrileYield 78%

Procedure

Prepared from 2-[(1-chloro-6-cyanonaphthalen-2-yl)oxy]ethanaminium chloride and furan-2-carbaldehyde in 78% yield as a white solid.

Sources & evidence

ORD record
ord-2baea70e9e0a4e799157660e1b448a16
Source dataset
uspto-grants-2014_12
Patent number
US08906946B2

Reaction notes

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