Methanesulfonic Acid → HCID 178505345, compound

HRID 974423Notes

Reaction equation

HRID 974423 reaction equation
[S:1]([NH2:5])([NH2:4])(=[O:3])=[O:2].[CH3:6][S:7]([OH:10])(=[O:9])=[O:8].[Cl:11][CH2:12][CH2:13][C:14]#[N:15]>C(Cl)Cl.CC(C)=O>[CH3:6][S:7]([OH:10])(=[O:9])=[O:8].[S:1]([NH:5][C:14](=[NH:15])[CH2:13][CH2:12][Cl:11])(=[O:3])(=[O:2])[NH2:4]

Participants

6

Reactant 3

HCID 6395Methanesulfonic AcidHCID 109633-ChloropropionitrileHCID 82267Sulfamide

Product 1

HCID 178505345HCID 178505345, compoundYield 67.4%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
57.5 °C

Procedure

Sulfamide (9.6 g, 0.1 mole) was added to a solution of methanesulfonic acid anhydrous (19.2 g, 0.2 mole) in 3-chloropropionitrile (51.3 g, 0.6 mole). The suspension was heated at 55-60° C., for 18 hours. At the end of the heating period, the mixture was cooled to room temperature, diluted with methylene chloride (150 ml), and filtered. The solid, thus obtained, was suspended in acetone (50 ml), and the suspension filtered and the product dried, to yield about 19 g of product.

Workup

  1. temperatureAt the end of the heating period, the mixture was cooled to room temperature
  2. filtrationfiltered
  3. customThe solid, thus obtained
  4. filtrationthe suspension filtered
  5. customthe product dried

Sources & evidence

ORD record
ord-f7d98e637d6346798c181d0aab3c7750
Source dataset
uspto-grants-1991_11
Patent number
US05068405

Reaction notes

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