Hydrochloric Acid → 10-(2-Carboxyethylamino)-7-chloro-2,3-dihydropyridazino[4,5-b]quinoline-1,4-dione

HRID 3138

Reaction equation

HRID 3138 reaction equation
C([O:3][C:4]([CH2:6][CH2:7][NH:8][C:9]1[C:18]2[CH:17]=[CH:16][C:15]([Cl:19])=[CH:14][C:13]=2[N:12]=[C:11]2[C:20](=[O:25])[NH:21][NH:22][C:23](=[O:24])[C:10]=12)=[O:5])C.Cl>>[C:4]([CH2:6][CH2:7][NH:8][C:9]1[C:18]2[CH:17]=[CH:16][C:15]([Cl:19])=[CH:14][C:13]=2[N:12]=[C:11]2[C:20](=[O:25])[NH:21][NH:22][C:23](=[O:24])[C:10]=12)([OH:5])=[O:3]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 1892994110-(2-Ethoxycarbonylethylamino)-7-chloro-2,3-dihydropyridazino[4,5-b]quinoline-1,4-dione

Product 1

HCID 1892987710-(2-Carboxyethylamino)-7-chloro-2,3-dihydropyridazino[4,5-b]quinoline-1,4-dioneYield 97%

Procedure

A mixture of 10-(2-ethoxycarbonylethylamino)-7-chloro-2,3-dihydropyridazino[4,5-b]quinoline-1,4-dione (0.08 g, 0.22 mM) and 1N hydrochloric acid was refluxed for 1 hr and then cooled to room temperature and filtered. The collected orange solid was washed with water and air dried to provide (0.07 g, 97%) the title compound as an orange powder, mp 356°-359° C.; MS(CI): 335 (M+H). Analysis for C14H11ClN4O4.0.3 H2O: Calculated: C, 49.4; H, 3.44; N, 16.47 Found: C, 49.3; H, 3.23; N, 16.25

Workup

  1. temperaturewas refluxed for 1 hr
  2. filtrationfiltered
  3. washThe collected orange solid was washed with water and air
  4. customdried

Sources & evidence

ORD record
ord-0d0496f4365345e6a41504bd3b92e14d
Source dataset
uspto-grants-1998_03
Patent number
US05733910

Linked notes

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