Chlorosulfonic acid → HCID 18173760, compound

HRID 1634798Notes

Reaction equation

HRID 1634798 reaction equation
[CH2:1]([NH:9][C:10]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[Cl:19][S:20](O)(=[O:22])=[O:21]>>[CH2:1]([NH:9][C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([S:20]([Cl:19])(=[O:22])=[O:21])=[CH:15][CH:14]=1)=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 3297718HCID 3297718, compound

Product 1

HCID 18173760HCID 18173760, compoundYield 15.3%

Procedure

N-octyl-N′-phenylurea (10 g, 215 mmol) was dissolved in chlorosulfonic acid 925 g and stirred for 14 hours at ambient temperature. The reaction was poured into ice and extracted with ethyl acetate. The organic layer was washed with cold, dilute aqueous sodium bicarbonate, then dried (Na2SO4). The solvent was evaporated in vacuo to give the product as a white solid (11.46 g, 33 mmol).

Workup

  1. additionThe reaction was poured into ice
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with cold, dilute aqueous sodium bicarbonate
  4. dry with materialdried (Na2SO4)
  5. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-4a383129635d43a2aba73c5f89fba188
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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