Sodium → HCID 19771094, compound

HRID 1589868Notes

Reaction equation

HRID 1589868 reaction equation
C([O:3][C:4]([NH:6][C:7]1[CH:23]=[CH:22][CH:21]=[CH:20][C:8]=1[NH:9][C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[C:12]([Cl:17])[C:11]=1[O:18][CH3:19])=O)C.[Na]>C(O)C>[Cl:17][C:12]1[C:11]([O:18][CH3:19])=[C:10]([N:9]2[C:8]3[CH:20]=[CH:21][CH:22]=[CH:23][C:7]=3[NH:6][C:4]2=[O:3])[CH:15]=[C:14]([Cl:16])[CH:13]=1

Participants

4

Reactant 2

HCID 5360545Sodium2×HCID 19771109HCID 19771109, compound

Product 1

HCID 19771094HCID 19771094, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-ethoxycarbonylamino-N-(3,5-dichloro-2-methoxyphenyl)-aniline (1.94 g, 5 4 mmol) in absolute ethanol (20 ml) was at room temperature added small pieces of sodium (0.25 g, 10.8 mmol) The mixture was heated at reflux for 11/2 hours after all the sodium has reacted The mixture was after cooling to room temperature poured into ice water (50 ml) and after stirring for 15 minutes the crystalline product was collected by filtration yielding the title compound as slightly pink crystals, M.p. 202°-203° C.

Workup

  1. customwas at room temperature
  2. temperaturewas heated
  3. customhas reacted The mixture
  4. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-8b0bd06ed8314415918ab221d14b56db
Source dataset
uspto-grants-1993_04
Patent number
US05200422

Reaction notes

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