Triethylamine → HCID 178469368, compound

HRID 1049491Notes

Reaction equation

HRID 1049491 reaction equation
C(N(CC)CC)C.Cl.[CH:9]([NH2:11])=[NH:10].[C:12]([C:19](OCC)=[O:20])#[C:13][C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(#N)C>[OH:20][C:19]1[N:11]=[CH:9][N:10]=[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:12]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 69803Diethyl acetylenedicarboxylateHCID 10313058Methanimidamide, hydrochloride (1:1)

Product 1

HCID 178469368HCID 178469368, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

Triethylamine (17.3 mL) was added dropwise to a solution of formamidine hydrochloride (10.0 g) and diethyl acetylenedicarboxylate (19.9 mL) in acetonitrile (300 mL) at room temperature. The reaction mixture was stirred at 50° C. for 1 hr and heated under reflux overnight. The solvent of the reaction mixture was evaporated under reduced pressure to give a crude product of the title compound as a brown solid. This compound was used for the next step without further purification.

Workup

  1. temperatureheated
  2. temperatureunder reflux overnight
  3. customThe solvent of the reaction mixture was evaporated under reduced pressure

Sources & evidence

ORD record
ord-619edd9f62cc41ebac78a59eded74a31
Source dataset
uspto-grants-2016_07
Patent number
US09382188B2

Reaction notes

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