Tert-butyl 4-(4-chloro-1,2,5-thiadiazol-3-yl)piperazine-1-carboxylate → 1-(4-Chloro-[1,2,5]thiadiazol-3-yl)piperazine hydrochloride

HRID 907541

Reaction equation

HRID 907541 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:18]([Cl:19])=[N:17][S:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.O1CCOCC1>>[ClH:19].[Cl:19][C:18]1[C:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[N:15][S:16][N:17]=1

Participants

3

Reactant 2

HCID 15524001Tert-butyl 4-(4-chloro-1,2,5-thiadiazol-3-yl)piperazine-1-carboxylateHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 212020421-(4-Chloro-[1,2,5]thiadiazol-3-yl)piperazine hydrochlorideYield 202.2%

Procedure

To a round bottom flask equipped with a magnetic stir bar was added 4-(4-Chloro-[1,2,5]thiadiazol-3-yl)-piperazine-1-carboxylic acid tert-butyl ester (10 g, 32 mmol, 1.0 eq, prepared as Example 1a) and 4M HCl/Dioxane. The reaction was allowed to stir at room temperature for 2 hour. The resulting precipitate was filtered, washed with EtOAc three times, dried in vacuo to give 4-(4-Chloro-[1,2,5]thiadiazol-3-yl)-piperazine hydrochloride (7.8 g) as a white solid.

Workup

  1. customTo a round bottom flask equipped with a magnetic stir bar
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with EtOAc three times
  4. customdried in vacuo

Sources & evidence

ORD record
ord-4ba9a4890f914a919909cfe3897352f5
Source dataset
uspto-grants-2011_09
Patent number
US08013156B2

Linked notes

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