Diethyl (ethoxymethylene)malonate → HCID 178469539, compound

HRID 638289Notes

Reaction equation

HRID 638289 reaction equation
C(O[CH:4]=[C:5]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]([O:8]CC)=O)C.[Cl:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1>>[CH2:14]([O:13][C:11]([C:5]1[CH:4]=[N:21][C:20]2[C:22]([C:6]=1[OH:8])=[CH:23][C:17]([Cl:16])=[CH:18][CH:19]=2)=[O:12])[CH3:15]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 78124-Chloroaniline

Product 1

HCID 178469539HCID 178469539, compoundYield 98.1%

Procedure

From a mixture of 216 g of diethyl ethoxymethylenemalonate, 126.6 g of p-chloroaniline, and 800 ml of diphenyl heated first at 150°-160° for 15 min and then at 245° for 20 min there was obtained on cooling the above-named compound as a precipitate. This precipitate was collected, and washed with water and with hexane to give 245 g of crude damp solid, which was used directly in the hydrolysis reaction described below.

Workup

  1. temperatureheated first at 150°-160° for 15 min
  2. customat 245° for 20 min there was obtained
  3. temperatureon cooling the above-named compound as a precipitate
  4. customThis precipitate was collected
  5. washwashed with water and with hexane

Sources & evidence

ORD record
ord-6bee54dc8e8e4c03a4c86bac4cdc6a5b
Source dataset
uspto-grants-1985_12
Patent number
US04560692

Reaction notes

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