Hydrochloric Acid → HCID 131726628, compound

HRID 1179299Notes

Reaction equation

HRID 1179299 reaction equation
[CH3:1][N:2]([CH3:19])[S:3]([CH2:6][CH2:7][NH:8]C(=O)OCC1C=CC=CC=1)(=[O:5])=[O:4].CCOCC.[ClH:25]>>[Cl-:25].[CH3:1][N:2]([CH3:19])[S:3]([CH2:6][CH2:7][NH3+:8])(=[O:5])=[O:4]

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 3283Diethyl EtherHCID 21016644HCID 21016644, compound

Product 1

HCID 131726628HCID 131726628, compound

Conditions

Temperature
90 °C

Procedure

Benzyl 2-[(dimethylamino)sulfonyl]ethylcarbamate (8.8 g, 30.7 mmol) was suspended/dissolved in 6N HCl (75 mL) and the mixture was heated to 90° C. The solids dissolved. After 1.5 hours the reaction was cooled and extracted with ether. The aqueous layer was evaporated to give a sticky white solid. The ether layer was found to contain unreacted starting material. This was retreated with 6 N HCl at room temperature overnight. The reaction was washed with ether and the aqueous layer combined with the previously isolated product and evaporated to give a white solid.

Workup

  1. dissolutionThe solids dissolved
  2. temperatureAfter 1.5 hours the reaction was cooled
  3. extractionextracted with ether
  4. customThe aqueous layer was evaporated
  5. customto give a sticky white solid
  6. washThe reaction was washed with ether
  7. customevaporated
  8. customto give a white solid

Sources & evidence

ORD record
ord-cf276fe77c804bdb99df9b32b96f4171
Source dataset
uspto-grants-2007_10
Patent number
US07279487B2

Reaction notes

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