Hydrochloric Acid → HCID 45264345, compound

HRID 2086015Notes

Reaction equation

HRID 2086015 reaction equation
[ClH:1].[N:2]1([CH2:8][CH2:9][NH:10][S:11]([C:14]2[CH:27]=[CH:26][C:25]3[NH:24][C:23](=[O:28])[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[C:16]=3[CH:15]=2)(=[O:13])=[O:12])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.O>O1CCOCC1>[ClH:1].[N:2]1([CH2:8][CH2:9][NH:10][S:11]([C:14]2[CH:27]=[CH:26][C:25]3[NH:24][C:23](=[O:28])[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[C:16]=3[CH:15]=2)(=[O:13])=[O:12])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 10224010HCID 10224010, compound

Product 1

HCID 45264345HCID 45264345, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

Prepared from 2-(6(5H)-phenanthridinone)sulfonyl chloride 4 and 1-(2-aminoethyl)piperidine according to General Procedure A. A hydrogen chloride salt was formed upon adding 1N HCl to a solution of 5,6-dihydro-N-[2-(1-piperidinyl)ethyl]-6-oxo-2-phenanthridinesulfonamide in dioxane at 70° C. The was cooled down to 0° C. produced a salt precipitation which was collected by filtration to give a white solid (53% yield from 4), mp 262-267° C. 1H-NMR (400 MHz, CDCl3), 8.79 (s, 1H), 8.56 (d, J=8.1 Hz, 1H), 8.36 (d, J=7.2 Hz, 1H), 7.93 (m, 2H), 7.75 (t, J=7.5 Hz, 1H), 7.54 (d, J=8.7 Hz, 1H), 3.41 (d, J=12.2 Hz, 2H), 3.14 (m, 4H), 2.89 (t, 2H). 1.71 (m, 1H). Anal. (C20H24N3O3S.HCl.0.4 H2O), C H N.

Workup

  1. customproduced
  2. customa salt precipitation which
  3. filtrationwas collected by filtration
  4. customto give a white solid (53% yield from 4), mp 262-267° C

Sources & evidence

ORD record
ord-faad2c16cf5e49549287156a4b29ed57
Source dataset
uspto-grants-2004_04
Patent number
US06723733B2

Reaction notes

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