Hydrogen Sulfide → 2,6-dimethyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole

HRID 571597

Reaktionsgleichung

Reaktionsgleichung von HRID 571597
[NH2:1][CH:2]([CH3:9])[CH2:3][NH:4][CH2:5][CH:6]([NH2:8])[CH3:7].[C:10](=S)=S.S>CC1C2C(=CC=CC=2)C=CC=1>[CH3:9][CH:2]1[CH2:3][N:4]2[CH2:5][CH:6]([CH3:7])[N:8]=[C:10]2[NH:1]1

Komponenten

5

Edukt 3

HCID 402Hydrogen SulfideHCID 6348Carbon DisulfideHCID 96199N-(2-aminopropyl)propane-1,2-diamine

Produkt 1

HCID 583123912,6-dimethyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 70021-MethylnaphthaleneLösungsmittel

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

In a 100 mL flask, 0.4078 g of di-(2-aminopropyl)amine (0.00311 mol) was dissolved in 50 mL of 1-methylnaphthalene. Carbon disulfide (0.18 mL, 0.00298 mol) was added. The reaction was stirred for three hours then heated to 200° C. The reaction was heated for four days until production of hydrogen sulfide stopped. The solvent was then removed by distillation. The product was then dissolved in approximately 5 mL of hexanes and 0.5 mL of a 2.0 M ether solution of hydrogen chloride was added. The yield of the precipitate was 0.278 g (53%). The NMR had a doublet at 1.19 ppm, a multiplet at 3.44 ppm, a multiplet at 3.92 ppm and a multiplet at 4.15 ppm.

Aufarbeitung

  1. customThe solvent was then removed by distillation
  2. dissolutionThe product was then dissolved in approximately 5 mL of hexanes
  3. addition0.5 mL of a 2.0 M ether solution of hydrogen chloride was added

Quellen und Nachweise

ORD-Eintrag
ord-0668a5a0741b4e9b93abf1899e8ce733
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09029189B2

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