Piperazine → HCID 178527169, compound

HRID 437122Notes

Reaction equation

HRID 437122 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[NH:9][S:10](=[O:20])(=[O:19])[C:11]2[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:12]=2[N:13]=1>CO>[Cl:18][C:16]1[CH:15]=[CH:14][C:12]2[N:13]=[C:8]([N:1]3[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]3)[NH:9][S:10](=[O:20])(=[O:19])[C:11]=2[CH:17]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 178527168HCID 178527168, compound

Product 1

HCID 178527169HCID 178527169, compoundYield 65.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 3.4 g of anhydrous piperazine in 25 ml of methanol is added 5.0 g of 3,7-dichloro-2H-1,2,4-benzothiadiazine 1,1-dioxide, while the mixture is cooled in an ice bath. After the addition, the mixture is stirred at room temperature for 3 hours. The crystalline precipitate is collected by suction filtration and treated with a mixture of 2 ml of concentrated hydrochloric acid and 40 ml of water. After removal of the insoluble materials by suction filtration, the filtrate is adjusted to a pH 8.0 with a dilute aqueous sodium hydroxide solution to give 3.9 g of the desired product, m.p. 292°-295° C. (decomposition).

Workup

  1. temperaturewhile the mixture is cooled in an ice bath
  2. additionAfter the addition
  3. filtrationThe crystalline precipitate is collected by suction filtration
  4. additiontreated with a mixture of 2 ml of concentrated hydrochloric acid and 40 ml of water
  5. customAfter removal of the insoluble materials
  6. filtrationby suction filtration

Sources & evidence

ORD record
ord-80be55150e534c48a3e33d788bf89d65
Source dataset
uspto-grants-1977_06
Patent number
US04029780

Reaction notes

Loading…