Hydrochloric Acid → HCID 20212034, compound

HRID 1906473Notes

Reaction equation

C[C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:12]1[C:17]([O:18]CC2C=CC=CC=2)=[CH:16][C:15]([CH3:26])=[CH:14][N:13]=1.[ClH:27]>>[ClH:27].[ClH:27].[CH3:2][C:3]1[NH:4][CH:5]=[N:6][C:7]=1[S:8][CH2:9][CH2:10][NH:11][C:12]1[C:17]([OH:18])=[CH:16][C:15]([CH3:26])=[CH:14][N:13]=1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 20212030HCID 20212030, compound

Product 1

HCID 20212034HCID 20212034, compoundYield 38%

Procedure

2-[2-(5-Methyl-4-imidazolyl-methylthio)ethylamino]-3-benzyloxy-5-methylpyridine (1.29 g, 3.5 mmole) was heated for 1 hour at 60° with conc. hydrochloric acid (excess). This mixture was then evaporated to dryness under reduced pressure and the residue was recrystallised from methanol and ethyl acetate to yield 2-[2-(5-methyl-4-imidazolylthio)ethylamino]-3-hydroxy-5-methylpyridine dihydrochloride (470 mg, 38% yield, mp 214°-216°).

Workup

customThis mixture was then evaporated to dryness under reduced pressure
customthe residue was recrystallised from methanol and ethyl acetate

Sources & evidence

ORD record: ord-36360099f48c4ae39c61aa3483642063
Source dataset: uspto-grants-1987_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04652572

Reaction notes

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