5-Methylfurfural → 5-Chloro-6-(2-{[(5-methylfuran-2-yl)methyl]amino}ethoxy)naphthalene-2-carbonitrile

HRID 1400304Notes

Reaction equation

HRID 1400304 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].[CH3:19][C:20]1[O:24][C:23]([CH:25]=O)=[CH:22][CH:21]=1>>[Cl:2][C:3]1[C:4]([O:15][CH2:16][CH2:17][NH:18][CH2:25][C:23]2[O:24][C:20]([CH3:19])=[CH:21][CH:22]=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 120975-MethylfurfuralHCID 681512872-[(1-Chloro-6-cyanonaphthalen-2-yl)oxy]ethanaminium chloride

Product 1

HCID 590536625-Chloro-6-(2-{[(5-methylfuran-2-yl)methyl]amino}ethoxy)naphthalene-2-carbonitrileYield 77%

Procedure

Prepared from 2-[(1-chloro-6-cyanonaphthalen-2-yl)oxy]ethanaminium chloride and 5-methylfuran-2-carbaldehyde in 77% yield as a slightly white solid.

Sources & evidence

ORD record
ord-d53c699cd319402192b85f2d15c5e477
Source dataset
uspto-grants-2014_12
Patent number
US08906946B2

Reaction notes

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