Ammonia → N-[4-Chloro-3-(2-chloro-2-ethoxycarbonylethenyl)-phenyl]-urea

HRID 1978860Notes

Reaction equation

HRID 1978860 reaction equation
[NH3:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]=[O:11])=[CH:5][C:4]=1[CH:12]=[C:13]([Cl:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15]>O1CCCC1>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([NH2:1])=[O:11])=[CH:5][C:4]=1[CH:12]=[C:13]([Cl:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 856932054-Chloro-3-(2-chloro-2-ethoxycarbonylethenyl)-phenyl isocyanate

Product 1

HCID 86583800N-[4-Chloro-3-(2-chloro-2-ethoxycarbonylethenyl)-phenyl]-urea

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Gaseous ammonia was passed into a solution of 14.3 g of 4-chloro-3-(2-chloro-2-ethoxycarbonylethenyl)-phenyl isocyanate in 200 ml of tetrahydrofuran at 20° C. in the course of 1.5 hours until saturation had been reached, and stirring was carried out for 1 hour. The precipitate was removed and washed with ether. The filtrate was evaporated down, the residue was stirred with ether and the product was removed. The solids were combined.

Workup

  1. customThe precipitate was removed
  2. washwashed with ether
  3. customThe filtrate was evaporated down
  4. stirringthe residue was stirred with ether
  5. customthe product was removed

Sources & evidence

ORD record
ord-58e549907201464f9c02201a8f5ba7a5
Source dataset
uspto-grants-2001_05
Patent number
US06239074B1

Reaction notes

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