Ethanol → HCID 178469623, compound

HRID 1583545Notes

Reaction equation

HRID 1583545 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[NH:5][CH:6]=[C:7]([C:13]([O:15]CC)=O)[C:8]([O:10][CH2:11][CH3:12])=[O:9].[C:21](OC(=O)C)(=[O:23])[CH3:22].C(O)C>C1(OC2C=CC=CC=2)C=CC=CC=1>[C:21]([NH:1][C:2]1[CH:3]=[C:4]2[C:18]([C:13]([OH:15])=[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:6]=[N:5]2)=[CH:19][CH:20]=1)(=[O:23])[CH3:22]

Participants

5

Reactant 3

HCID 702EthanolHCID 7918Acetic AnhydrideHCID 13394075HCID 13394075, compound

Product 1

HCID 178469623HCID 178469623, compound

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Conditions

Temperature
250 °C

Procedure

10.5 Grams of diethyl 3-aminoanilino-methylenemalonate are dissolved in 80 ml of diphenyl oxide, 8 ml of acetic anhydride are added and the mixture is gradually heated to 250° C. and maintained under reflux for 10 minutes. The mixture is allowed to cool, 20 ml of ethanol are added and the solid is filtered off and washed with ethanol. The product is recrystallized in dimethylformamide and 4.6 grams of a solid are obtained, of melting point 295° to 300° C.

Workup

  1. temperaturemaintained
  2. temperatureunder reflux for 10 minutes
  3. temperatureto cool
  4. filtrationthe solid is filtered off
  5. washwashed with ethanol
  6. customThe product is recrystallized in dimethylformamide

Sources & evidence

ORD record
ord-ce827464f9014b809a672a4f274a1351
Source dataset
uspto-grants-1985_11
Patent number
US04552882

Reaction notes

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