Hydrochloric Acid → HCID 68776966, compound

HRID 2262972Notes

Reaction equation

HRID 2262972 reaction equation
[C:1]1([C:7]2[N:11]=[C:10]([N:12]3[CH2:17][CH2:16][N:15]([C:18]([NH:20][C:21]4[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=4)=[O:19])[CH2:14][CH2:13]3)[S:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:27]>O1CCCC1.C(OCC)(=O)C>[ClH:27].[C:1]1([C:7]2[N:11]=[C:10]([N:12]3[CH2:17][CH2:16][N:15]([C:18]([NH:20][C:21]4[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=4)=[O:19])[CH2:14][CH2:13]3)[S:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 11552354HCID 11552354, compound

Product 1

HCID 68776966HCID 68776966, compoundYield 92.1%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 4-(3-phenyl-1,2,4-thiadiazol-5-yl)-N-pyridin-3-ylpiperazine-1-carboxamide (1.37 g, 3.73 mmol) in tetrahydrofuran (500 ml) was added a solution of 4 N hydrogen chloride in ethyl acetate (100 ml) at room temperature, and the mixture was stirred at room temperature for 5 hours. The solvent was distilled off under reduced pressure, and the residue was recrystallized from a mixed solvent of diethyl ether and methanol to give 1.38 g (92.1%) of the desired product as a solid. mp 204-205° C.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe residue was recrystallized from a mixed solvent of diethyl ether and methanol

Sources & evidence

ORD record
ord-8397ea88d9f149e1aa08ab9792eff29a
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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