Acetic Acid → HCID 178510212, compound

HRID 514561Notes

Reaction equation

HRID 514561 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][C:10]([O:12]CC)=O)=[CH:4][CH:3]=1.[NH:16]([C:18]1[CH:23]=[C:22]([C:24]#[N:25])[CH:21]=[CH:20][N:19]=1)[NH2:17].CC(O)=O>CCO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([OH:12])[N:16]([C:18]3[CH:23]=[C:22]([C:24]#[N:25])[CH:21]=[CH:20][N:19]=3)[N:17]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 101336Ethyl 3-(4-chlorophenyl)-3-oxopropanoateHCID 201187142-Hydrazinylpyridine-4-carbonitrile

Product 1

HCID 178510212HCID 178510212, compoundYield 76.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a mixture of ethyl 3-(4-chlorophenyl)-3-oxopropanoate (500 mg, 2.2 mmol) and 2-hydrazinylpyridine-4-carbonitrile (PREPARATION 2, 296 mg, 2.2 mmol) in EtOH (15 mL) was added AcOH (2 mL) at r.t. The reaction mixture was stirred at 90° C. overnight. After the reaction was completed, the mixture was concentrated, washed with PE/EA (10 mL, V/V=1/1) to give the title compound (500 mg, 76%) as a brown solid and used as crude for next step.

Workup

  1. concentrationthe mixture was concentrated
  2. washwashed with PE/EA (10 mL, V/V=1/1)

Sources & evidence

ORD record
ord-6a446636a9cb43da9ea02f67e1bfed31
Source dataset
uspto-grants-2015_08
Patent number
US09107916B2

Reaction notes

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