Hydrochloric Acid → HCID 178437612, compound

HRID 2221672Notes

Reaction equation

[CH2:1]([C:3]1[S:4][CH:5]=[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].Cl>CO>[CH2:1]([C:3]1[S:4][CH:5]=[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}-1,3-thiazole (4.49 g) in methanol (50 mL) was added concentrated hydrochloric acid (2.17 mL) at room temperature, and the mixture was stirred at 50° C. for 1 hr. The reaction mixture was evaporated under reduced pressure and the residue was washed with ethyl acetate-diethyl ether to give 4-[(E)-2-(2-ethyl-1,3-thiazol-4-yl)ethenyl]-1-phenyl-1H-pyrazol-3-ol (4.18 g, yield 95%) as orange crystals. hydrochloride. melting point: 222-224° C.

Workup

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

Sources & evidence

ORD record: ord-b32f88bf1b824f78903529b1bec2c9ae
Source dataset: uspto-grants-2008_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07368578B2

Reaction notes

Loading…