Water → HCID 178470152, compound

HRID 2389808Notes

Reaction equation

HRID 2389808 reaction equation
[C:1]([CH:3]=[C:4]([NH:15][C:16](=O)[O:17]CC)[C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1)#[N:2].[NH:21]([C:23](=O)[C:24]([O:26][CH2:27][CH3:28])=[O:25])[NH2:22].O>CN1C(=O)CCC1>[OH:17][C:16]1[N:22]2[N:21]=[C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[N:2]=[C:1]2[CH:3]=[C:4]([C:5]2[CH:10]=[CH:9][C:8]([C:11]([F:12])([F:13])[F:14])=[CH:7][CH:6]=2)[N:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 2786935Ethyl 2-hydrazinyl-2-oxoacetateHCID 76754610Ethyl {2-cyano-1-[4-(trifluoromethyl)phenyl]ethenyl}carbamate

Product 1

HCID 178470152HCID 178470152, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
160 °C

Procedure

2.4 g (8.4 mmol) of ethyl {2-cyano-1-[4-(trifluoromethyl)phenyl]ethenyl}carbamate (Example 129A) and 1.24 g (8.4 mmol) of ethyl hydrazino(oxo)acetate are dissolved in NMP (16 ml) and stirred in a flask with a calcium chloride drying tube at an oil-bath temperature of 160° C. for 4 h. The reaction mixture is cooled to RT and poured into water (100 ml), and the precipitate is filtered off, washed with water and diethyl ether and dried. 1.90 g (64% of theory) of the crude product are obtained.

Workup

  1. temperatureThe reaction mixture is cooled to RT
  2. filtrationthe precipitate is filtered off
  3. washwashed with water and diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-8c8e4702971a441ebee9f3752d2f4477
Source dataset
uspto-grants-2012_09
Patent number
US08273752B2

Reaction notes

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