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

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].[S: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[S: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

Reactant 2

HCID 73642-Thiophenecarboxaldehyde

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

Product 1

HCID 590537205-Chloro-6-{2-[(thiophen-2-ylmethyl)amino]ethoxy}naphthalene-2-carbonitrileYield 35%

Procedure

Prepared from 2-[(1-chloro-6-cyanonaphthalen-2-yl)oxy]ethanaminium chloride and thiophen-2-carbaldehyde in 35% yield as a whitish solid.

Sources & evidence

ORD record: ord-6ccf748f58ad4eb1a8d56ff3dc499022
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08906946B2

Reaction notes

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