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Hydrochloric Acid → HCID 178441604, compound

HRID 2221684
Notes
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Reaction equation

HRID 2221684 reaction equation
[C:1]([C:5]1[S:6][CH:7]=[C:8](/[CH:10]=[CH:11]/[C:12]2[C:13]([O:23]COC)=[N:14][N:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:16]=2)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[ClH:27]>CO>[ClH:27].[C:1]([C:5]1[S:6][CH:7]=[C:8](/[CH:10]=[CH:11]/[C:12]2[C:13]([OH:23])=[N:14][N:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:16]=2)[N:9]=1)([CH3:4])([CH3:2])[CH3:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 230764722-tert-butyl-4-{(E)-2-[3-(methoxymethoxy)-1-phenyl-1H-pyrazol-4-yl]ethenyl}-1,3-thiazole

Product 1

HCID 178441604HCID 178441604, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-tert-butyl-4-{(E)-2-[3-(methoxymethoxy)-1-phenyl-1H-pyrazol-4-yl]ethenyl}-1,3-thiazole (2.4 g) in methanol (30 mL) was added concentrated hydrochloric acid (0.8 mL) at room temperature, and the mixture was stirred at room temperature for 24 hr. The reaction mixture was evaporated under reduced pressure, and the residue was washed with ethyl acetate-hexane to give 4-[(E)-2-(2-tert-butyl-1,3-thiazol-4-yl)ethenyl]-1-phenyl-1H-pyrazol-3-ol.hydrochloride (2.1 g, yield 91%) as pale-yellow crystals. melting point: 209-211° C.

Workup

  1. customThe reaction mixture was evaporated under reduced pressure
  2. washthe residue was washed with ethyl acetate-hexane

Sources & evidence

ORD record
ord-b856bc1ab63947b4b635316f06d0376d
Source dataset
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07368578B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes