Ammonia → HCID 178420886, compound

HRID 1836295Notes

Reaction equation

HRID 1836295 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH:12]([NH2:15])[CH2:13][NH2:14])=[CH:3][CH:2]=1.N.Cl[CH2:18]Cl>>[NH:14]1[CH2:13][CH:12]([CH2:11][C:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:1]=[CH:2][CH:3]=2)[N:15]=[CH:18]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 6344DichloromethaneHCID 234992063-Quinolin-4-yl-propane-1,2-diamine

Product 1

HCID 178420886HCID 178420886, compoundYield 100%

Procedure

To 3-Quinolin-4-yl-propane-1,2-diamine (0.080 g, 3.98 mmol) in 5 ml of dry dichloromethane, formidic acid ethyl ester hydrochloride (0.174 g, 7.96 mmol) (Ohme, R. et al. Angew. Chem. Int. Engl. Ed. 1967, 6, 90) was added. The reaction mixture was stirred overnight at room temperature. Aqueous ammonia (2 ml) was added to the reaction mixture and was partitioned between EtOAc (2×5 ml) and water. The organic layer was dried, filtered and concentrated to give 0.084 g (100%) of the product as a syrup.

Workup

  1. customwas partitioned between EtOAc (2×5 ml) and water
  2. customThe organic layer was dried
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-eb16f29d590a45e786ec8da8419dc4a3
Source dataset
uspto-grants-2004_08
Patent number
US06777426B2

Reaction notes

Loading…