Tetrahydrofuran → N-(2,4,6-tribromophenyl)-N'-(p-toluenesulfonyl) urea

HRID 1653620Notes

Reaction equation

HRID 1653620 reaction equation
[Br:1][C:2]1[CH:8]=[C:7]([Br:9])[CH:6]=[C:5]([Br:10])[C:3]=1[NH2:4].[C:11]1(C)[C:12]([S:17]([N:20]=[C:21]=[O:22])(=[O:19])=[O:18])=[CH:13][CH:14]=[CH:15][CH:16]=1.O1CCC[CH2:25]1>>[Br:1][C:2]1[CH:8]=[C:7]([Br:9])[CH:6]=[C:5]([Br:10])[C:3]=1[NH:4][C:21]([NH:20][S:17]([C:12]1[CH:11]=[CH:16][C:15]([CH3:25])=[CH:14][CH:13]=1)(=[O:18])=[O:19])=[O:22]

Participants

4

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 89862,4,6-TribromoanilineHCID 2733313o-Toluenesulfonyl Isocyanate

Product 1

HCID 14388505N-(2,4,6-tribromophenyl)-N'-(p-toluenesulfonyl) urea

Procedure

50 mmol of 2,4,6-tribromoaniline were dissolved in 20 ml of tetrahydrofuran. A solution of 50 mmol of toluenesulfonyl isocyanate in 20 ml of tetrahydrofuran was added dropwise at room temperature, and the stirred reaction mixture was subsequently kept at 40° C. for 3 hours. The precipitated crystals were filtered off under suction. After recrystallization from toluene, the product had a melting point of 230° C.

Workup

  1. customthe stirred reaction mixture
  2. filtrationThe precipitated crystals were filtered off under suction
  3. customAfter recrystallization from toluene

Sources & evidence

ORD record
ord-a60a42da56dc4ca5aada36d5eefc0806
Source dataset
uspto-grants-1995_04
Patent number
US05403697

Reaction notes

Loading…