Cyanamide → Ethyl n-cyano-2-(2,4-difluorophenyl)acetimidate

HRID 1890783Notes

Reaction equation

HRID 1890783 reaction equation
Cl.[F:2][C:3]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:4]=1[CH2:10][C:11](=[NH:15])[O:12][CH2:13][CH3:14].[N:16]#[C:17]N>C(O)C.C(OCC)C>[C:17]([N:15]=[C:11]([O:12][CH2:13][CH3:14])[CH2:10][C:4]1[CH:5]=[CH:6][C:7]([F:9])=[CH:8][C:3]=1[F:2])#[N:16]

Participants

5

Reactant 2

HCID 9864CyanamideHCID 67548940Ethyl 2-(2,4-difluorophenyl)acetimidate hydrochloride

Product 1

HCID 87440828Ethyl n-cyano-2-(2,4-difluorophenyl)acetimidate

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of Example 4A (7.0 g, 29.7 mmol) in ethanol (100 mL) was added a solution of cyanamide (1.25 g, 29.7 mmol) in diethyl ether (25 mL). The reaction mixture was stirred at room temperature for 3 days. The reaction mixture was then filtered and the filtrate was concentrated to obtain the titled compound. MS (ESI+) m/z 225 (M+H)+.

Workup

  1. filtrationThe reaction mixture was then filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-a52b5fd28a27437fa5ead5bcf3d479c7
Source dataset
uspto-grants-2013_08
Patent number
US08507493B2

Reaction notes

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