Malononitrile → HCID 23130524, compound

HRID 2080026Notes

Reaction equation

HRID 2080026 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:12]=[CH:11][S:10][C:9]=1[CH:13]=O)(C)(C)C.[C:16](#[N:20])[CH2:17][C:18]#[N:19]>C(O)C.N1CCCCC1>[NH2:19][C:18]1[N:7]=[C:8]2[CH:12]=[CH:11][S:10][C:9]2=[CH:13][C:17]=1[C:16]#[N:20]

Participants

5

Reactant 2

HCID 8010MalononitrileHCID 583879231,1-Dimethylethyl N-(2-formyl-3-thienyl)carbamate

Product 1

HCID 23130524HCID 23130524, compoundYield 56%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8082PiperidineSolvent

Procedure

(2-Formyl-thiophen-3-yl)-carbamic acid tert-butyl ester described in Preparation Example U-2 (500 mg, 2.20 mmol) and malononitrile (153 mg, 2.31 mmol) were dissolved in a solution of ethanol (10 mL) to which piperidine (catalytic amount) had been added, and the mixture was stirred for 1 hour under reflux. The reaction mixture was cooled to room temperature, the precipitated solid was filtered, and title compound (215 mg, 1.23 mmol, 56%) was obtained as a white solid.

Workup

  1. additionhad been added
  2. temperatureunder reflux
  3. filtrationthe precipitated solid was filtered

Sources & evidence

ORD record
ord-cdd6237243484aa58cafe097028703eb
Source dataset
uspto-grants-2011_04
Patent number
US07932272B2

Reaction notes

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