Methanesulfonyl chloride → HCID 21278910, compound

HRID 2291556Notes

Reaction equation

HRID 2291556 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>N1C=CC=CC=1>[CH3:23][S:24]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][C:16]3[CH:17]=[CH:18][C:19]([NH:22][S:24]([CH3:23])(=[O:26])=[O:25])=[CH:20][CH:21]=3)[CH2:12][CH2:13]2)=[CH:6][CH:7]=1)(=[O:26])=[O:25]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 21278914HCID 21278914, compound

Product 1

HCID 21278910HCID 21278910, compoundYield 72.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1-(4-Aminophenyl)-4-(4-aminophenethyl)piperazine (1.9 g) was dissolved in dry pyridine (15 ml) and methanesulphonyl chloride (1.85 g) was added dropwise with stirring. The mixture was stirred overnight, evaporated to dryness, and the residue triturated with aqueous sodium bicarbonate. The insoluble product was washed with water and digested with ethyl acetate/methanol then cooled and filtered, giving the pure title compound (2.1 g) as a white solid, m.p. 254°-6° (dec.).

Workup

  1. stirringThe mixture was stirred overnight
  2. customevaporated to dryness
  3. customthe residue triturated with aqueous sodium bicarbonate
  4. washThe insoluble product was washed with water
  5. temperaturethen cooled
  6. filtrationfiltered

Sources & evidence

ORD record
ord-78997ec328a84550a709965225b85036
Source dataset
uspto-grants-1989_01
Patent number
US04797401

Reaction notes

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