Hydrochloric Acid → 2-Methyl-1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine hydrochloride

HRID 2263050Notes

Reaction equation

HRID 2263050 reaction equation
[CH3:1][CH:2]1[N:7]([C:8]2[S:12][N:11]=[C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:9]=2)[CH2:6][CH2:5][N:4](C(OC(C)(C)C)=O)[CH2:3]1.[ClH:26]>CO>[ClH:26].[CH3:1][CH:2]1[CH2:3][NH:4][CH2:5][CH2:6][N:7]1[C:8]1[S:12][N:11]=[C:10]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68777842Tert-butyl 3-methyl-4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxylate

Product 1

HCID 687774352-Methyl-1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine hydrochlorideYield 82.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To tert-butyl 3-methyl-4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxylate (6.70 g, 18.6 mmol) was added a solution of 2N hydrogen chloride in methanol (400 ml) and the mixture was stirred at room temperature for 12 hours, and the solvent was distilled off under reduced pressure. The residue was recrystallized from a mixed solvent of ether and methanol to obtain the desired product (4.54 g, 82.2%) as a solid.

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. customThe residue was recrystallized from a mixed solvent of ether and methanol

Sources & evidence

ORD record
ord-dc7c4b34392749c6ba74b82714d7a984
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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