Diethyl (ethoxymethylene)malonate → HCID 70418167, compound

HRID 2413834Notes

Reaction equation

HRID 2413834 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([F:11])=[C:7]([NH2:12])[CH:6]=1)(=[O:3])[CH3:2].C(O[CH:16]=[C:17]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:18]([O:20][CH2:21][CH3:22])=[O:19])C>C1(C)C=CC=CC=1>[CH2:21]([O:20][C:18](=[O:19])[C:17](=[CH:16][NH:12][C:7]1[CH:6]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[CH:10]=[CH:9][C:8]=1[F:11])[C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH3:22]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 345389N-(3-amino-4-fluorophenyl)acetamide

Product 1

HCID 70418167HCID 70418167, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.9 g (0.0113 mol) of 4-(N-acetylamino)-2-amino-1-fluorobenzene, 2.6 ml (2.78 g/0.0129 mol) of diethyl ethoxymethylenemalonate, and 4 ml of toluene is stirred at reflux for three hours, then allowed to cool to ambient temperature. The resulting precipitate is triturated with ether to give 3.29 g (84%) of title compound:

Workup

  1. temperatureat reflux for three hours
  2. customThe resulting precipitate is triturated with ether

Sources & evidence

ORD record
ord-7635629a519a49be9fa5845d5944e926
Source dataset
uspto-grants-1988_01
Patent number
US04719302

Reaction notes

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