Diethyl (ethoxymethylene)malonate → HCID 2268087, compound

HRID 2061855Notes

Reaction equation

HRID 2061855 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[CH2:9]([O:11][C:12](=[O:23])[C:13](=[CH:19]OCC)[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH3:10]>>[Br:1][C:2]1[CH:3]=[C:4]([NH:5][CH:19]=[C:13]([C:12]([O:11][CH2:9][CH3:10])=[O:23])[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 115623-Bromoaniline

Product 1

HCID 2268087HCID 2268087, compoundYield 80.5%

Conditions

Temperature
110 °C

Procedure

A mixture of 3-bromoaniline (10.0 g, 58.1 mmol) and diethyl(ethoxymethylidene)propanedioate (13.9 mL, 63.9 mmol) were heated to 110° C. for 1 h. After completion of the reaction, the reaction mixture was cooled to room temperature. The obtained solid was filtered and dried to afford 16.0 g 78% of diethyl {[(3-bromophenyl)amino]methylidene}propanedioate.

Workup

  1. customAfter completion of the reaction
  2. temperaturethe reaction mixture was cooled to room temperature
  3. filtrationThe obtained solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-2ebac92e753b4fe382ec26abab52a374
Source dataset
uspto-grants-2012_10
Patent number
US08283361B2

Reaction notes

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