Triethylamine → HCID 13729462, compound

HRID 1632635Notes

Reaction equation

HRID 1632635 reaction equation
[F:1][C:2]([F:18])([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([NH2:17])(=[O:16])=[O:15])[C:3]([F:6])([F:5])[F:4].[CH3:19][N:20]=[C:21]=[O:22].C(N(CC)CC)C>C(Cl)Cl>[F:18][C:2]([F:1])([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([NH:17][C:21]([NH:20][CH3:19])=[O:22])(=[O:16])=[O:15])[C:3]([F:6])([F:5])[F:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 13729452HCID 13729452, compound

Product 1

HCID 13729462HCID 13729462, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The 2-pentafluoroethoxyphenylsulfonamide obtained in Example 4b is suspended in 400 ml of methylene chloride. Then 16.3 g of methyl isocyanate are added and 28.2 g of triethylamine are subsequently added dropwise over 15 minutes to form a clear solution. The solution is evaporated to dryness, and the residue is dissolved in 5% sodium carbonate solution. N-(2-pentafluoroethoxyphenylsulfonyl)-N'-methylurea with a melting point of 177°-179° C., is precipitated from the solution by acidification with 10% hydrochloric acid. Yield: 74.6 g.

Workup

  1. customto form a clear solution
  2. customThe solution is evaporated to dryness
  3. dissolutionthe residue is dissolved in 5% sodium carbonate solution
  4. customN-(2-pentafluoroethoxyphenylsulfonyl)-N'-methylurea with a melting point of 177°-179° C., is precipitated from the solution by acidification with 10% hydrochloric acid

Sources & evidence

ORD record
ord-c4697dbfa6274110aeaccbf2694a0838
Source dataset
uspto-grants-1984_10
Patent number
US04476321

Reaction notes

Loading…