alpha-Bromo-o-chlorotoluene → 5-[(2-Chlorobenzyl)sulfanyl]-2,3-dimethoxypyridine

Reaction equation

Cl[C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][S:6][C:7]1[CH:8]=[C:9]([O:15][CH3:16])[C:10]([O:13][CH3:14])=[N:11][CH:12]=1.BrCC1C=CC=CC=1[Cl:28]>>[Cl:28][C:17]1[CH:18]=[CH:19][CH:2]=[CH:3][C:4]=1[CH2:5][S:6][C:7]1[CH:8]=[C:9]([O:15][CH3:16])[C:10]([O:13][CH3:14])=[N:11][CH:12]=1

Participants

Reactant 2

HCID 11905alpha-Bromo-o-chlorotoluene

HCID 711858335-(3-Chlorobenzylthio)-2,3-dimethoxypyridine2×

Product 1

HCID 711863175-[(2-Chlorobenzyl)sulfanyl]-2,3-dimethoxypyridine

Procedure

Prepared as described for 5-(3-chlorobenzylthio)-2,3-dimethoxypyridine (Intermediate 8) but using 1-(bromomethyl)-2-chlorobenzene instead of 1-(bromomethyl)-3-chlorobenzene.

Workup

customPrepared

Sources & evidence

ORD record: ord-44e00ea8f847431f8af0843119147581
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09180122B2

Reaction notes

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