Hydrochloric Acid → 2,1,3-Benzothiadiazole, 4-(1-piperazinyl)-

HRID 1935388Notes

Reaction equation

HRID 1935388 reaction equation
[N:1]1[S:2][N:3]=[C:4]2[C:9]([N:10]3[CH2:15][CH2:14][N:13](C(OC=C)=O)[CH2:12][CH2:11]3)=[CH:8][CH:7]=[CH:6][C:5]=12.Cl>C(O)C>[N:1]1[S:2][N:3]=[C:4]2[C:9]([N:10]3[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]3)=[CH:8][CH:7]=[CH:6][C:5]=12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14581394HCID 14581394, compound

Product 1

HCID 114245542,1,3-Benzothiadiazole, 4-(1-piperazinyl)-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a 50 ml round-bottomed flask equipped with condenser and nitrogen inlet were added 530 mg (1.83 mmol) 4-(2,1,3-benzothiadiazolyl)-N-vinyloxycarbonylpiperazine and 25 ml ethanol, and the suspension saturated with hydrochloric acid gas. The reaction was refluxed 2.75 hours, cooled and evaporated. The residue was triturated with acetone to give a yellow solid N-(2,1,3-benzothiadiazolyl)-piperazine, m.p. 240°-244° C., 365 mg (62%).

Workup

  1. customTo a 50 ml round-bottomed flask equipped with condenser and nitrogen inlet
  2. temperatureThe reaction was refluxed 2.75 hours
  3. temperaturecooled
  4. customevaporated
  5. customThe residue was triturated with acetone

Sources & evidence

ORD record
ord-1cca7db3705a4c0e9dcb9784b92e40b5
Source dataset
uspto-grants-2002_05
Patent number
US06387904B2

Reaction notes

Loading…