Hydrochloric Acid → HCID 68108879, compound

HRID 385131Notes

Reaction equation

[O:1]=[S:2]1(=[O:34])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]([C:11](=[O:33])[C:12]2[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[C:15]([O:22]C)=[C:14]([C:24]([N:26]3[CH2:30][CH2:29][S:28](=[O:32])(=[O:31])[CH2:27]3)=[O:25])[CH:13]=2)[CH2:3]1.[Cl-].[Li+].Cl>CN(C)C=O>[O:34]=[S:2]1(=[O:1])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]([C:11](=[O:33])[C:12]2[CH:17]=[C:16]([C:18]([F:19])([F:20])[F:21])[C:15]([OH:22])=[C:14]([C:24]([N:26]3[CH2:30][CH2:29][S:28](=[O:32])(=[O:31])[CH2:27]3)=[O:25])[CH:13]=2)[CH2:3]1

Participants

Conditions

Temperature: 120 °C

Procedure

1,1-dioxo-3-[3-(1,1-dioxo-1,3-thiazolidine-3-carbonyl)-4-methoxy-5-trifluoromethylbenzoyl]-2,3-dihydro-1,3-benzothiazole (260 mg) was dissolved in N,N-dimethylformamide (2.5 mL), and lithium chloride (200 mg) was added to the solution, and then the mixture was stirred at 120° C. for 1.5 hours. To the reaction solution, 1N hydrochloric acid was added, and then the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was crystallized from n-hexane-chloroform to obtain the title compound (120 mg) as a pale yellow crystal.

Workup

extractionthe mixture was extracted with ethyl acetate
washThe organic layer was washed with water and saturated brine
dry with materialdried over anhydrous sodium sulfate
distillationThe solvent was distilled off under reduced pressure
customthe obtained residue was crystallized from n-hexane-chloroform

Sources & evidence

ORD record: ord-65f7f0a9702d4e40bf147984bf4b4328
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367843B2

Reaction notes

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