Triethylamine → HCID 54479980, compound

HRID 1957360Notes

Reaction equation

HRID 1957360 reaction equation
C(N(CC)CC)C.Cl.[CH3:9][N:10]1[CH:14]([CH3:15])[CH2:13][N:12]([N:16]=[CH:17][C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)[C:11]1=[O:24]>O1CCCC1>[CH3:9][N:10]1[CH:14]([CH3:15])[CH2:13][N:12]([N:16]=[CH:17][C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)[C:11]1=[O:24]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 70252295HCID 70252295, compound

Product 1

HCID 54479980HCID 54479980, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.3 g of pyridine-3-carbaldehyde are added at room temperature to a solution of 3.6 g of 1-amino-3,4-dimethylimidazolidin-2-one hydrochloride in 25 ml of methanol. The solution is concentrated by evaporation and the residue is stirred with tetrahydrofuran. 4.6 g of 3,4-dimethyl-1-(pyridin-3-ylmethyleneamino)-imidazolidin-2-one hydrochloride having a melting point of 232°-236° are obtained. 2.3 g of triethylamine are added to a suspension of 4.4 g of 3,4-dimethyl-1-(pyridin-3-ylmethyleneamino)-imidazolidin-2-one hydrochloride in 100 ml of tetrahydrofuran and after 20 minutes under reflux the reaction mixture is filtered while hot. 300 ml of hexane are added to the filtrate. The crystals that have precipitated are filtered off with suction and dried. 2.5 g of the title compound having a melting point of 126°-129° are obtained.

Workup

  1. temperatureunder reflux the reaction mixture
  2. filtrationis filtered while hot
  3. addition300 ml of hexane are added to the filtrate
  4. customThe crystals that have precipitated
  5. filtrationare filtered off with suction
  6. customdried
  7. customare obtained

Sources & evidence

ORD record
ord-6ba506e6a67e4abc9ad4c06d715c517d
Source dataset
uspto-grants-1998_07
Patent number
US05783704

Reaction notes

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