4-Cyanopyridine → N-(4-cyanophenacyl) 4-chloropyridinium chloride

HRID 596722Notes

Reaction equation

[Cl:1]C1C=CC(C(=O)CBr)=CC=1.[C:12]([C:14]1[CH:23]=[CH:22][C:17]([C:18](=[O:21])[CH2:19]Cl)=[CH:16][CH:15]=1)#[N:13].C(C1C=CN=CC=1)#N.[Cl:32][C:33]1[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=1>>[Cl-:1].[C:12]([C:14]1[CH:23]=[CH:22][C:17]([C:18](=[O:21])[CH2:19][N+:36]2[CH:37]=[CH:38][C:33]([Cl:32])=[CH:34][CH:35]=2)=[CH:16][CH:15]=1)#[N:13]

Participants

Reactant 4

HCID 75064-Cyanopyridine

HCID 122884-Chloropyridine

HCID 68303p-Chlorophenacyl bromide

HCID 142493Benzonitrile, 4-(chloroacetyl)-

Product 1

HCID 86734539N-(4-cyanophenacyl) 4-chloropyridinium chloride

Procedure

Employing the procedure of Example II but replacing 4-chlorophenacyl bromide with a substantially equimolecular amount of 4-cyanophenacyl chloride and replacing 4-cyanopyridine with a substantially equimolecular amount of 4-chloropyridine there is obtained N-(4-cyanophenacyl) 4-chloropyridinium chloride, a solid soluble in water.

Sources & evidence

ORD record: ord-61207c3156034bb9bc1506a718b848fc
Source dataset: uspto-grants-1977_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: USRE029153

Reaction notes

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