Sulfuric Acid → HCID 20478426, compound

HRID 904703Notes

Reaction equation

HRID 904703 reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([CH2:22][CH2:23][CH3:24])[C:8]3[O:15][C:14]([C:16]([O:18]CC)=[O:17])=[CH:13][C:12](=[O:21])[C:9]=3[CH:10]=2)[N:5]=[C:4]([C:25]([O:27]CC)=[O:26])[CH:3]=1.[NH2:30][C:31]([NH2:33])=[O:32].S(=O)(=O)(O)O>>[NH:30]([C:2]1[C:11]2[C:6](=[C:7]([CH2:22][CH2:23][CH3:24])[C:8]3[O:15][C:14]([C:16]([OH:18])=[O:17])=[CH:13][C:12](=[O:21])[C:9]=3[CH:10]=2)[N:5]=[C:4]([C:25]([OH:27])=[O:26])[CH:3]=1)[C:31]([NH2:33])=[O:32]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 1176UreaHCID 20478427HCID 20478427, compound

Product 1

HCID 20478426HCID 20478426, compoundYield 16.3%

Procedure

Diethyl 6-chloro-4-oxo-10-propyl-4H-pyrano[3,2-g]quinoline-2,8-dicarboxylate (1 g) and urea (50 g) were fused together at 175° C. for 6 hours. The solid after cooling was added to 70% sulphuric acid (200 ml) and heated on a steambath for 8 hours. The mixture was poured into ice-water (2 liters) and the precipitate was collected and washed well with water to afford the sub-title compound (0.15 g): identified by NMR spectroscopy.

Workup

  1. temperatureThe solid after cooling
  2. temperatureheated on a steambath for 8 hours
  3. customthe precipitate was collected
  4. washwashed well with water

Sources & evidence

ORD record
ord-59f9d52236f64cfeb179df063db1ca05
Source dataset
uspto-grants-1983_12
Patent number
US04419352

Reaction notes

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