Hydrochloric Acid → N-(4-aminobutyl)methanesulfonamide hydrochloride

HRID 2203534Notes

Reaction equation

HRID 2203534 reaction equation
[ClH:1].C(OC(=O)[NH:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][S:14]([CH3:17])(=[O:16])=[O:15])(C)(C)C>C(O)C>[ClH:1].[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][S:14]([CH3:17])(=[O:16])=[O:15]

Participants

4

Conditions

Temperature
100 °C

Procedure

A solution of hydrochloric acid in ethanol was added to a solution of tert-butyl[4-(methanesulfonylamino)butyl]carbamate (18.9 g, 71.1 mmol) in ethanol (100 mL), and the reaction was heated at 100° C. for two hours. The solvent was removed under reduced pressure. A mixture of dichloromethane:hexanes was added to the resulting oil and removed under reduced pressure; this process was repeated several times. The residue was dried for three days under vacuum to provide 14.3 g of N-(4-aminobutyl)methanesulfonamide hydrochloride as a tan solid.

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionA mixture of dichloromethane
  3. additionhexanes was added to the resulting oil
  4. customremoved under reduced pressure
  5. customThe residue was dried for three days under vacuum

Sources & evidence

ORD record
ord-5df97d12b5114fe798b2b7ca06958c0b
Source dataset
uspto-grants-2016_06
Patent number
US09365567B2

Reaction notes

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