N-(2-Fluorophenyl)acetamide → N-[(Cyclopropylamino)carbonyl]-N-(2-fluorophenyl)acetamide

HRID 1446779Notes

Reaction equation

HRID 1446779 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:11])[CH3:10].[CH:12]1([N:15]=[C:16]=[O:17])[CH2:14][CH2:13]1>O1CCCC1>[CH:12]1([NH:15][C:16](=[O:17])[N:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])[C:9](=[O:11])[CH3:10])[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 67860N-(2-Fluorophenyl)acetamideHCID 637659Isocyanatocyclopropane

Product 1

HCID 12803463N-[(Cyclopropylamino)carbonyl]-N-(2-fluorophenyl)acetamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 5.8 g of 3A, 50 ml of tetrahydrofuran and 5.0 g of 1A was heated in a sealed glass cylinder for 12 hours at 100° C. Then the solvent was evaporated, and the residue was recrystallized from ether/hexane to give 3, as a white solid, m.p.: 43°-45° C.

Workup

  1. customThen the solvent was evaporated
  2. customthe residue was recrystallized from ether/hexane
  3. customto give 3

Sources & evidence

ORD record
ord-5f971edabde5429c91b99d46cfbaa9f9
Source dataset
uspto-grants-1982_02
Patent number
US04313755

Reaction notes

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