Triethylamine → HCID 20461929, compound

HRID 326034Notes

Reaction equation

HRID 326034 reaction equation
[F:1][CH:2]([F:18])[O:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH:11]([F:13])[F:12])=[CH:6][C:5]=1[S:14]([NH2:17])(=[O:16])=[O:15].[CH3:19][N:20]=[C:21]=[O:22].C(N(CC)CC)C>C(Cl)Cl>[F:18][CH:2]([F:1])[O:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH:11]([F:13])[F:12])=[CH:6][C:5]=1[S:14]([NH:17][C:21]([NH:20][CH3:19])=[O:22])(=[O:16])=[O:15]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 20461930HCID 20461930, compound

Product 1

HCID 20461929HCID 20461929, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

14.5 g of 2.5-bis(difluoromethoxy)phenylsulfonamide are suspended in 50 ml of absolute methylene chloride. Then 3.5 g of methyl isocyanate are added and 6.3 g of triethylamine are subsequently added dropwise over 10 minutes to form a clear solution. The solution is stirred at room temperature for a further hour, evaporated to dryness, and the residue is dissolved in 5% sodium carbonate solution. N-[2,5-bis(difluoromethoxy)phenylsulfonyl]-N'-methylurea with a melting point of 162°-165° C., is precipitated from the solution by acidification with 10% hydrochloric acid. Yield: 15.0 g.

Workup

  1. customto form a clear solution
  2. customevaporated to dryness
  3. dissolutionthe residue is dissolved in 5% sodium carbonate solution
  4. customN-[2,5-bis(difluoromethoxy)phenylsulfonyl]-N'-methylurea with a melting point of 162°-165° C., is precipitated from the solution by acidification with 10% hydrochloric acid

Sources & evidence

ORD record
ord-66ae65cdb0a645d0898ba66ad6c8234c
Source dataset
uspto-grants-1984_04
Patent number
US04444583

Reaction notes

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