Hydrochloric Acid → 2,3,6,7-tetrahydro-3-oxo-1H,5H-benzo(ij) quinolizin-2-amine hydrochloride

HRID 1648282Notes

Reaction equation

HRID 1648282 reaction equation
[O:1]=[C:2]1[CH:11]([NH:12]C=O)[CH2:10][C:9]2=[CH:15][CH:16]=[CH:17][C:7]3=[C:8]2[N:3]1[CH2:4][CH2:5][CH2:6]3.C(O)C.CCOCC.[ClH:26]>>[ClH:26].[O:1]=[C:2]1[CH:11]([NH2:12])[CH2:10][C:9]2=[CH:15][CH:16]=[CH:17][C:7]3=[C:8]2[N:3]1[CH2:4][CH2:5][CH2:6]3

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 3283Diethyl EtherHCID 19919292N-(2,3,6,7-tetrahydro-3-oxo-1H,5H-benzo(ij)quinolizin-2-yl)formamide

Product 1

HCID 191084972,3,6,7-tetrahydro-3-oxo-1H,5H-benzo(ij) quinolizin-2-amine hydrochloride

Procedure

A solution of N-(2,3,6,7-tetrahydro-3-oxo- 1H,5H-benzo(ij)quinolizin-2-yl)-formamide (0.8 g, 3.4 retool) in ethanolic hydrogen chloride (10 mL of 4.2 M) was heated at 50° C. for 2 hours. The ethanol was cooled, an equal volume of ether was added, and the precipitate was filtered off and washed with ether to give 0.78 g of 2,3,6,7-tetrahydro-3-oxo-1H,5H-benzo(ij) quinolizin-2-amine hydrochloride, mp 216°-221° C. The product was recrystallized for analysis; mp 219°-222° C. Anal. Calc'd for C12H14N2O·HCl: C, 60.37; H, 6.33; Cl, 14.85; N, 11.74. Found: C, 59.89; H, 6.42; Cl, 15.41; N, 11.68.

Workup

  1. filtrationthe precipitate was filtered off
  2. washwashed with ether

Sources & evidence

ORD record
ord-d0242909b1cf4dc39fa85f814e7f65a1
Source dataset
uspto-grants-1995_07
Patent number
US05436240

Reaction notes

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