Diethyl (ethoxymethylene)malonate → HCID 13689601, compound

HRID 1381826Notes

Reaction equation

HRID 1381826 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[NH:13][NH2:14].CCO[CH:18]=[C:19]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[C:20]([O:22][CH2:23][CH3:24])=[O:21]>C(O)C>[CH2:28]([O:27][C:25]([C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:18][NH:14][NH:13][C:3]1[C:2]([Cl:1])=[CH:7][C:6]([C:8]([F:9])([F:11])[F:10])=[CH:5][C:4]=1[Cl:12])=[O:26])[CH3:29]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 688223[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazine

Product 1

HCID 13689601HCID 13689601, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

##STR79## 24.5 g (0.1 mol) of 2,6-dichloro-4-trifluoromethylphenyl hydrazine and 21.6 g (0.1 mol) of diethyl ethoxymethylene malonate are stirred for 24 hours at room temperature in 150 ml of ethyl alcohol, the solvent removed by vacuum, and the crystalline residue stirred with petroleum ether. Suctioning off and air-drying results in a yield of 33 g (79.5% of the theoretical) of N-[2,2-bis-(ethoxy-carbonyl)-vinyl]-N'-(2,6-dichloro-4-trifluoromethylphenyl) hydrazine with a melting point of 86° C.

Workup

  1. customthe solvent removed by vacuum
  2. customair-drying

Sources & evidence

ORD record
ord-4217efe8468642e2a64964db6e9f5bc5
Source dataset
uspto-grants-1989_02
Patent number
US04804398

Reaction notes

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