HCID 18404138, compound → Hydrochloric Acid

HRID 1275571Notes

Reaction equation

HRID 1275571 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.Cl.[Cl:9][CH2:10][C:11]1[C:16]([CH3:17])=[C:15]([S:18][CH2:19][CH2:20][CH2:21][Cl:22])[CH:14]=[CH:13][N:12]=1>C(O)(C)C>[ClH:9].[Cl:22][CH2:21][CH2:20][CH2:19][S:18][C:15]1[CH:14]=[CH:13][N:12]=[C:11]([CH2:10][S:1][C:2]2[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=2)[C:16]=1[CH3:17]

Participants

5

Reactant 2

HCID 18404138HCID 18404138, compoundHCID 178418431pyridine-4-thiol

Product 2

HCID 313Hydrochloric AcidHCID 221173024-(3-Chloropropylthio)-3-methyl-2-[(4-pyridinylthio)methyl]pyridine

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

According to the procedure described in Example A1., reaction of 4-mercaptopyridine with 2-chloromethyl-4-(3-chloropropylthio)-3-methylpyridine hydrochloride in isopropanol gives a hydrochloride of the title compound as a colorless solid. After dissolving in water, a pH of 10 is adjusted, the mixture is extracted 2× with dichloromethane, the organic phases are washed with sodium carbonate solution and dried (magnesium sulfate), the solvent is concentrated on a rotary evaporator and the residue is crystallized from dichloromethane/diisopropyl ether. The title compound is obtained as a colorless solid; Yield 78of theory; m.p. 88-91° C.

Sources & evidence

ORD record
ord-48f889fc78ec48b48c9b2b48769fca87
Source dataset
uspto-grants-2000_12
Patent number
US06162809

Reaction notes

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