Hydrochloric Acid → N-(2-AMINOETHYL)METHANESULFONAMIDE

HRID 1405945Notes

Reaction equation

HRID 1405945 reaction equation
[CH3:1][S:2]([NH:5][CH2:6][CH2:7][NH:8]C(OC(C)(C)C)=O)(=[O:4])=[O:3].C(O)C.[ClH:19]>CO>[ClH:19].[NH2:8][CH2:7][CH2:6][NH:5][S:2]([CH3:1])(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 47454467tert-Butyl {2-[(methanesulfonyl)amino]ethyl}carbamate

Product 1

HCID 22609809N-(2-AMINOETHYL)METHANESULFONAMIDEYield 79.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a 500 ml reaction flask, tert-butyl 2-methylsulfonamidoethylaminoformate (25 g) and 350 ml of a mixture of ethanol and methanol were added. The mixture was stirred by an electromagnetic stirrer, fed with dry hydrogen chloride gas for 3 h, stirred at room temperature overnight, concentrated under a reduced pressure to a small volume, subjected to suction filtration to obtain 14.6 g of brown-gray powdery solid, yield 79.3%.

Workup

  1. additionwere added
  2. stirringstirred at room temperature overnight
  3. concentrationconcentrated under a reduced pressure to a small volume
  4. filtrationsubjected to suction filtration

Sources & evidence

ORD record
ord-a618e63fa0b14afd92ed69735aa1990e
Source dataset
uspto-grants-2014_12
Patent number
US08916574B2

Reaction notes

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