Methanesulfonyl chloride → N-(4-aminocyclohexyl)methanesulfonamide hydrochloride

HRID 2390884Notes

Reaction equation

HRID 2390884 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH2:8])[CH2:4][CH2:3]1.[CH3:9][S:10]([Cl:13])(=[O:12])=[O:11]>C(Cl)Cl>[ClH:13].[NH2:1][CH:2]1[CH2:7][CH2:6][CH:5]([NH:8][S:10]([CH3:9])(=[O:12])=[O:11])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 178511674HCID 178511674, compound

Product 1

HCID 54594800N-(4-aminocyclohexyl)methanesulfonamide hydrochlorideYield 64%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To trans 1,4-diaminocyclohexane (2.0 g, 17.5 mmol) in DCM at 0° C. (ice bath) was added methanesulfonyl chloride (1.63 mL, 21.0 mmol). The reaction was allowed to stir at RT for 1 h when a precipitate formed and was collected on a glass frit, rinsed with DCM, and dried to afford 2.56 g (64%) of 360.

Workup

  1. customformed
  2. customwas collected on a glass frit
  3. washrinsed with DCM
  4. customdried

Sources & evidence

ORD record
ord-bac9290de9a24885a638d6a135a3e889
Source dataset
uspto-grants-2012_09
Patent number
US08273773B2

Reaction notes

Loading…