Diethyl (ethoxymethylene)malonate → HCID 12733838, compound

HRID 2413832Notes

Reaction equation

HRID 2413832 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[C:9]([NH2:11])[CH:8]=[CH:7][C:6]=1[F:12])(=[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:11][C:9]1[CH:8]=[CH:7][C:6]([F:12])=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[CH:10]=1)[C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH3:22]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 12733834N-(5-amino-2-fluorophenyl)acetamide(SALTDATA: 0.95HCl 0.8H2O)

Product 1

HCID 12733838HCID 12733838, compoundYield 94.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 26.56 g (0.1579 mol) of 2-(N-acetylamino)-4-amino-1-fluorobenzene, 35.89 ml (0.1776 mol) of diethyl ethoxymethylenemalonate, and 30 ml of toluene is stirred at 130° C. for 3 hours. After cooling, the precipitate which forms is triturated with ether to yield 50.64 g (94.8%) of title compound as a white solid:

Workup

  1. temperatureAfter cooling
  2. customthe precipitate which forms is triturated with ether

Sources & evidence

ORD record
ord-3b84956d50544f2294352dd19062bad9
Source dataset
uspto-grants-1988_01
Patent number
US04719302

Reaction notes

Loading…