Hydrochloric Acid → 1-(cyclopropylsulfonyl)piperazine hydrochloride

HRID 41972Notes

Reaction equation

HRID 41972 reaction equation
[CH:1]1([S:4]([N:7]2[CH2:12][CH2:11][N:10](C(O)=O)[CH2:9][CH2:8]2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.[Cl:16]CCl.Cl>O1CCOCC1>[ClH:16].[CH:1]1([S:4]([N:7]2[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]2)(=[O:5])=[O:6])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 67979494HCID 67979494, compound

Product 1

HCID 666176371-(cyclopropylsulfonyl)piperazine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

14.37 g of tert-butyl ester of 4-cyclopropanesulfonyl-piperazine-1-carboxylic acid is put in a 2-liter three-necked flask, under nitrogen atmosphere. 412 ml of dichloromethane is added. The reaction mixture is cooled in an ice bath and 4M hydrochloric acid in solution in dioxane is added dropwise. The reaction mixture is allowed to return gradually to room temperature. The reaction mixture is stirred for 2.5 h, then evaporated and concentrated. The residue is taken up in a small amount of ethyl ether, triturated and then filtered and dried. 10.25 g of 1-cyclopropanesulfonyl-piperazine hydrochloride is obtained in the form of a white powder.

Workup

  1. temperatureThe reaction mixture is cooled in an ice bath
  2. customto return gradually to room temperature
  3. customevaporated
  4. concentrationconcentrated
  5. customtriturated
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-c0aed84e6a2e497a82082a0e17100396
Source dataset
uspto-grants-2013_09
Patent number
US08536173B2

Reaction notes

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