N-[2-(3,3,3-trifluoro-1propen-1-yl)phenylsulfonyl]-N'-methylurea → 2-(3,3,3-Trifluoro-1-propen-1-yl)phenylsulfonyl isocyanate

HRID 2248951Notes

Reaction equation

HRID 2248951 reaction equation
[F:1][C:2]([F:20])([F:19])[CH:3]=[CH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([NH:14][C:15](NC)=[O:16])(=[O:13])=[O:12]>ClC1C=CC=CC=1>[F:20][C:2]([F:1])([F:19])[CH:3]=[CH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([N:14]=[C:15]=[O:16])(=[O:13])=[O:12]

Participants

3

Reactant 1

HCID 53782727N-[2-(3,3,3-trifluoro-1propen-1-yl)phenylsulfonyl]-N'-methylurea

Product 1

HCID 540751062-(3,3,3-Trifluoro-1-propen-1-yl)phenylsulfonyl isocyanateYield 105.5%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

5.9 g of N-[2-(3,3,3-trifluoro-1-propen-1-yl)phenylsulfonyl]-N'-methylurea are suspended in 100 ml of chlorobenzene. The solution is dried by refluxing it in a water separator. Then 6 g of phosgene are introduced into the reaction mixture over 20 minutes at 120°-130° C. The solvent is removed by evaporation, affording 5.6 g of 2-(3,3,3-trifluoro-1-propen-1-yl)phenylsulfonyl isocyanate as a yellowish oil.

Workup

  1. customThe solution is dried
  2. temperatureby refluxing it in a water separator
  3. additionThen 6 g of phosgene are introduced into the reaction mixture over 20 minutes at 120°-130° C
  4. customThe solvent is removed by evaporation

Sources & evidence

ORD record
ord-70278c8fdaa6497591fef327a5e37dd5
Source dataset
uspto-grants-1991_08
Patent number
US05041603

Reaction notes

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