Hydrochloric Acid → HCID 178437609, compound

HRID 2221706Notes

Reaction equation

[CH2:1]([C:3]1[S:4][C:5]([CH3:25])=[C:6](/[CH:8]=[CH:9]/[C:10]2[C:11]([O:21]COC)=[N:12][N:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:14]=2)[N:7]=1)[CH3:2].[ClH:26]>CO>[ClH:26].[CH2:1]([C:3]1[S:4][C:5]([CH3:25])=[C:6](/[CH:8]=[CH:9]/[C:10]2[C:11]([OH:21])=[N:12][N:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:14]=2)[N:7]=1)[CH3:2]

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of 2-ethyl-4-{(E)-2-[3-(methoxymethoxy)-1-phenyl-1H-pyrazol-4-yl]ethenyl}-5-methyl-1,3-thiazole (3.21 g) in methanol (75 mL) was added concentrated hydrochloric acid (1.5 mL) at room temperature, and the mixture was stirred at 50° C. for 2 hrs. The reaction mixture was evaporated under reduced pressure, and the residue was washed with ethyl acetate-methanol to give 4-[(E)-2-(2-ethyl-5-methyl-1,3-thiazol-4-yl)ethenyl]-1-phenyl-1H-pyrazol-3-ol.hydrochloride (3.02 g, yield 96%) as pale-yellow prism crystals. melting point: 184-186° C.

Workup

customThe reaction mixture was evaporated under reduced pressure
washthe residue was washed with ethyl acetate-methanol

Sources & evidence

ORD record: ord-07df3f0eb2f94eadb28fb651e4cba632
Source dataset: uspto-grants-2008_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07368578B2

Reaction notes

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