Sulfamide → [4-(4-Chlorophenyl)piperazine-1-sulfonyl]amine

HRID 842992Notes

Reaction equation

HRID 842992 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[S:14](N)([NH2:17])(=[O:16])=[O:15]>O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([S:14]([NH2:17])(=[O:16])=[O:15])[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 82267SulfamideHCID 974781-(4-Chlorophenyl)piperazine

Product 1

HCID 22615685[4-(4-Chlorophenyl)piperazine-1-sulfonyl]amineYield 59%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 4-(4-chlorophenyl)piperazine (6.63 g, 33.7 mmol) and sulfamide (3.89 g, 40.5 mmol) in water (10 ml) was heated at 120° C. After 96 h, the reaction mixture was cooled to RT, diluted with ethyl acetate (100 ml). Water (100 ml) was added and the reaction mixture was stirred vigorously for several minutes. The solid was filtered to give [4-(4-chlorophenyl)-piperazine-1-sulfonyl]amine as a white powder (59%), mp 218.0-220.0° C.

Workup

  1. temperaturethe reaction mixture was cooled to RT
  2. filtrationThe solid was filtered

Sources & evidence

ORD record
ord-f44261e567f843ef8a8c6125327ace2b
Source dataset
uspto-grants-2002_04
Patent number
US06376506B1

Reaction notes

Loading…