Thieno(3,2-c)pyridine → Thieno(3,2-c)pyridinium, 5-(o-methoxyphenacyl)-, bromide

Reaction equation

[S:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[CH:3]=[CH:2]1.[CH3:10][O:11][C:12]1[CH:21]=[CH:20][CH:19]=[CH:18][C:13]=1[C:14](=[O:17])[CH2:15][Br:16]>>[Br-:16].[CH3:10][O:11][C:12]1[CH:21]=[CH:20][CH:19]=[CH:18][C:13]=1[C:14](=[O:17])[CH2:15][N+:6]1[CH:7]=[CH:8][C:9]2[S:1][CH:2]=[CH:3][C:4]=2[CH:5]=1

Participants

Reactant 2

HCID 67500Thieno(3,2-c)pyridine

HCID 123440Bromomethyl 2-methoxyphenyl ketone

Product 1

HCID 3041315Thieno(3,2-c)pyridinium, 5-(o-methoxyphenacyl)-, bromideYield 80.7%

Procedure

Reaction of thieno[3,2-c]pyridine (13.5 g) with orthomethoxy-phenacyl bromide (21.3 g) according to the procedure of Example 1 gives white crystals (27.34 g) having a melting point (Koefler block) of 258°-260° C.

Sources & evidence

ORD record: ord-c6a18bb378654af799f130166a78cb4e
Source dataset: uspto-grants-1978_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04075215

Reaction notes

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