Methanesulfonyl chloride → HCID 21278918, compound

HRID 2291563Notes

Reaction equation

HRID 2291563 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=3)[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[NH2:8].[CH3:24][S:25](Cl)(=[O:27])=[O:26]>N1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][C:17]3[CH:18]=[CH:19][C:20]([NH:23][S:25]([CH3:24])(=[O:27])=[O:26])=[CH:21][CH:22]=3)[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[NH:8][S:25]([CH3:24])(=[O:27])=[O:26]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 21278923HCID 21278923, compound

Product 1

HCID 21278918HCID 21278918, compoundYield 334.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1-(3-Fluoro-4-aminophenyl)-4-(4-aminophenethyl)piperazine (0.06 g) was dissolved in pyridine (4.5 ml) and methanesulphonyl chloride (0.13 g) was added. The mixture was stirred at room temperature overnight, the pyridine removed by evaporation, and the residue chromatographed over silica, developing and eluting with 10% methanol in dichloromethane. The fractions containing the product were evaporated to give a residue (0.30 g) which was crystallized from methanol, yielding the pure title compound, (0.016 g), m.p. 232°-4°.

Workup

  1. customthe pyridine removed by evaporation
  2. customthe residue chromatographed over silica
  3. washeluting with 10% methanol in dichloromethane
  4. additionThe fractions containing the product
  5. customwere evaporated

Sources & evidence

ORD record
ord-b87a26c0da874b30ac98d4eb33b14921
Source dataset
uspto-grants-1989_01
Patent number
US04797401

Reaction notes

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