HCID 19907389, compound → HCID 19907339, compound

To a solution of 3.5 g of 1,4-bis(4-dimethylaminobutyl)-2-nitrobenzene in 120 ml of methanol, 9 ml of 6N hydrochloric acid and 1.5 g of 5% palladium/carbon were added. The catalytic reduction was carried out under an atmospheric pressure and at a room temperature. When about 710 ml of hydrogen was absorbed after one hour, the reaction was terminated, and the reaction mixture was filtered to remove the catalyst and evaporated under a reduced pressure. After adding chloroform, the mixture was again evaporated under a reduced pressure. The residue was alkalized with 10% sodium hydroxide, subjected to salting out and extracted twice with 50 ml of chloroform. The extract was washed with water and a saturated sodium chloride aqueous solution and dried over magnesium sulfate. The solvent was removed under a reduced pressure to obtain 2.7 g of the title compound as a pale brown liquid.

1. customwas carried out under an atmospheric pressure and at a room temperature
2. customWhen about 710 ml of hydrogen was absorbed after one hour
3. customthe reaction was terminated
4. filtrationthe reaction mixture was filtered
5. customto remove the catalyst
6. customevaporated under a reduced pressure
7. additionAfter adding chloroform
8. customthe mixture was again evaporated under a reduced pressure
9. extractionextracted twice with 50 ml of chloroform
10. washThe extract was washed with water
11. dry with materiala saturated sodium chloride aqueous solution and dried over magnesium sulfate
12. customThe solvent was removed under a reduced pressure

ORD record

ord-5bd8acd328a549f5aab2e0e808a6da83

Source dataset

uspto-grants-1992_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05093370