2-((4-Methoxy-phenylamino)-methylene)-malonic acid diethyl ester → HCID 178469588, compound

HRID 638967Notes

Reaction equation

HRID 638967 reaction equation
C(O[C:4](=[O:21])[C:5](=[CH:11][NH:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[OH:21][C:4]1[C:14]2[C:13](=[CH:18][CH:17]=[C:16]([O:19][CH3:20])[CH:15]=2)[N:12]=[CH:11][C:5]=1[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

3

Reactant 1

HCID 6189812-((4-Methoxy-phenylamino)-methylene)-malonic acid diethyl ester

Product 1

HCID 178469588HCID 178469588, compound

Reagents, catalysts & solvents 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)Solvent

Conditions

Temperature
250 °C

Procedure

Diethyl({[4-(methyloxy)phenyl]amino}methylidene)propanedioate (100 g, 0.34 mol) was taken up in Dowtherm (500 mL) and heated at 250° C. for 1.5 h; 75% conversion. The reaction solution was cooled, treated with hexanes (750 mL) and cooled to 0° C. in ice bath. The brown solid was filtered off and washed with hexanes (2×) and dried under vacuum to give 60 g (71%).

Workup

  1. temperatureThe reaction solution was cooled
  2. temperaturecooled to 0° C. in ice bath
  3. filtrationThe brown solid was filtered off
  4. washwashed with hexanes (2×)
  5. customdried under vacuum
  6. customto give 60 g (71%)

Sources & evidence

ORD record
ord-0411f32f6005401ba8865cba8b0b4adb
Source dataset
uspto-grants-2010_04
Patent number
US07691850B2

Reaction notes

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