Sodium Hydroxide → 3-[2-(Piperazin-1-yl)ethylmercapto]1,2,4-triazolo(4,3-a)pyridine

HRID 476910Notes

Reaction equation

HRID 476910 reaction equation
CC1C=CC(S([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][S:19][C:20]3[N:24]4[CH:25]=[CH:26][CH:27]=[CH:28][C:23]4=[N:22][N:21]=3)[CH2:13][CH2:12]2)(=O)=O)=CC=1.[OH-].[Na+]>Cl>[N:14]1([CH2:17][CH2:18][S:19][C:20]2[N:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]3=[N:22][N:21]=2)[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 198371133-[2-(4-(4-Methylphenylsulfonyl)piperazin-1-yl)ethylmercapto]1,2,4-triazolo(4,3-a)pyridine

Product 1

HCID 198371223-[2-(Piperazin-1-yl)ethylmercapto]1,2,4-triazolo(4,3-a)pyridineYield 81.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

73 g of 3-[2-(4-(4-methylphenylsulfonyl)piperazin-1-yl)ethylmercapto]-1,2,4-triazolo(4,3-a)pyridine, prepared in Example 78, are dissolved in 360 ml of a concentrated solution of hydrochloric acid and the resulting solution is heated under reflux for 8 hours. After cooling, it is neutralized with sodium hydroxide and extracted with chloroform. The chloroform phase is dried over magnesium sulfate and concentrated in vacuo to give 37.4 g of 3-[2-(piperazin-1-yl)ethylmercapto]1,2,4-triazolo(4,3-a)pyridine in the form of an oil which crystallizes from acetone. M.p.=104° C.

Workup

  1. temperaturethe resulting solution is heated
  2. temperatureunder reflux for 8 hours
  3. temperatureAfter cooling
  4. extractionextracted with chloroform
  5. dry with materialThe chloroform phase is dried over magnesium sulfate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d10a621de2404a9d92aa6ec4849f6952
Source dataset
uspto-grants-1989_12
Patent number
US04886805

Reaction notes

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