Hydrazine hydrate (1:1) → Bis(4-aminobutyl)(methyl)amine

Temperature

150 °C

144 mg (0.33 mmol) of 2.2′-[(methylimino)dibutane-4,1-diyl]bis(1H-isoindole-1.3(2H)-dione) is solubilized in 2 ml of ethanol and 65 μl (0.73 mmol; 2.2 equivalents) of 35% hydrazine hydrate are added to the reaction mixture which is maintained under stirring at 150° C. under microwaves for 30 minutes. The solvents are evaporated off under reduced pressure and the excess hydrazine hydrate is eliminated by co-evaporation with 4 times 15 ml of ethanol. 100 ml of ethanol is added to the reaction mixture which is acidified to pH 1 with a 1N solution of hydrochloric acid in ethyl ether. The reaction medium is concentrated under reduced pressure, then taken up in 50 ml of ethanol and the white precipitate formed is filtered, washed with 3 times 20 ml of water and eliminated. The filtrate is basified to pH 12 with a 2M solution of soda, then concentrated under reduced pressure and used in the following stage without other purification.

1. temperatureis maintained
2. customThe solvents are evaporated off under reduced pressure
3. addition100 ml of ethanol is added to the reaction mixture which
4. concentrationThe reaction medium is concentrated under reduced pressure
5. customthe white precipitate formed
6. filtrationis filtered
7. washwashed with 3 times 20 ml of water
8. concentrationconcentrated under reduced pressure
9. customused in the following stage without other purification

ORD record

ord-9f6c959132d74bd09c3cbe93c3299742

Source dataset

uspto-grants-2011_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08017637B2