1,2-Propanediamine, hydrochloride (1:2), (2S)-

White solid

Triethylamine(1.10 g, 11 mmol) and (S)-1, 2-propanediamine*2HCl (0.73 g, 5 mmol) were added to ethanol 30 mL. This mixture was stirred for 15 min at room temperature. Then, 2, 4-dihydroxybenzaldehyde(1.51 g, 11 mmol) was added. The yellow solution was refluxed for 15 min. Ni(CH3COO)2*4H2O (1.30 g, 5 mmol) in 20mL of ethanol was added. The mixture was refluxed 10 h, and cooled to room temperature. 30mL of 20% acetic acid and some pieces of ice were added, and the mixture was stirred. Red precipitates (S-OH-salpn, 1.81 g) were formed and filtered under suction. The alkylation was performed by the same procedure as Rac-OC12-salpn using 0.37 g of S-OH-salpn, 1.0 gof K2CO3, and 0.61 g of N-bromododecane. S-OC12-salpn was obtained as orange powder (0.31 g, Yield: 44%).Add 30.0g D-(-)-tartaric acid to the reaction flask with105 mL water and 8.0 g (±)-1, 2-propanediamine, Stir it to dissolve, cool, add, The temperature was raised to reflux for 2 hours with stirring.Stop stirring, first heat to 80 C, keep warm for 1 hour, then gradually slow down to room temperature, Filtering, Drying under vacuum gave 16.1 g of (S)-1, 2-propanediamine ditartrate.16.1 g of (S)-1, 2-propanediamine ditartrate and 150 ml of water were added to the reaction flask.Heat dissolved, Then add 7.43gPotassium chloridea solution with 20 mL of water, Stir at 70 C for 2 hours. cool down, The refrigerator is allowed to stand for crystallization.Filtering, The filtrate was distilled under reduced pressure to dryness to give 5.1 g of a yellow solid (3). (500 mg, 3.4 mmol, 1 eq), Methyl bromoacetate (5202 mg, 34 mmol, 10 eq), Potassium carbonate (4692 mg, 34 mmol, 10 eq), Acetonitrile (34 mL, 0.1 M) were added to a 100 mL single-necked flask and reacted at 50 C for 4 hours. The reaction was complete, The inorganic salt was filtered off, the filtrate was concentrated to dryness, acidified by addition of HCl (15 mL, 12%), Washed with petroleum ether (15 ml x 2, 60 to 90 C) The pH was adjusted to 10 with saturated sodium carbonate solution and extracted with dichloromethane (15 ml x 3) Dried and concentrated to dryness to obtain crude product (S)-1, 2-diaminopropane-tetraacetic acid methyl ester, and the crude product was 81% yield.Compound 204: (S)-(-)-l, 2-Diaminopropane DiHCl (0.005mol, 0.74g) was added to anhydrous ethanol (30ml) containing 0.01 mol of Triethylamine. 4-(pyrimidin-2-yl)benzaldehyde (0.01 mol, 1.85 g) was later added to the solution. The resulting solution was refluxed and stirred for lh. Solvent were then removed through rotary evaporation. The resulting Schiff base was then added to 30ml of absolute methanol. A 10% solution of sodium borohydride (0.01 mol) was dissolved in absolute methanol and added to the Schiff base. When the dropwise addition of sodium borohydride was complete, the reaction solution was refluxed for an additional 15 min. Solvent was then removed through rotary evaporation and 20 ml cold water was added to liberate the secondary amine. The precipitation of Compound 204 were collected, washed with water and dried.To a solution of

The diamine has been used to synthesize chiral imidazoline compounds

Molecular Weight:110.58
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:110.0610761
Monoisotopic Mass:110.0610761
Topological Polar Surface Area:52
Heavy Atom Count:6
Complexity:20.9
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes