Thionyl Chloride → HCID 13752890, compound

HRID 623194Notes

Reaction equation

HRID 623194 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][S:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13]O)=[CH:9][N:8]=1>C(Cl)(Cl)Cl>[ClH:3].[CH3:5][S:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][Cl:3])=[CH:9][N:8]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 13752888HCID 13752888, compound

Product 1

HCID 13752890HCID 13752890, compoundYield 152.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Thionylchloride (7.7 g) was added to 2-methylthiopyridine-5-methanol (7.8 g) (from the above referential example 1c) in chloroform (30 ml) at room temperature. After stirring for some time, the volatile matter was distilled off under reduced pressure to give 2-methylthio-5-chloromethyl pyridine hydrochloride (10.4 g) stoichiometrically (m.p. 127°~130° C.) ##STR28## The compounds synthesized the same way as in the above referential examples 1a, 1b, 1c are exemplified below. Method of referential example 1a: ##STR29## Method of referential example 1b: ##STR30## Method of referential example 1c: ##STR31##

Workup

  1. distillationthe volatile matter was distilled off under reduced pressure

Sources & evidence

ORD record
ord-00d1e6c4eb74466d96257fa70655390a
Source dataset
uspto-grants-1988_09
Patent number
US04774247

Reaction notes

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