HCID 21250066, compound → HCID 21250027, compound

HRID 1531682Notes

Reaction equation

HRID 1531682 reaction equation
[CH2:1]([N:5]([CH2:28][CH3:29])[C:6]([C:8]1[CH:21]=[N:20][C:19]2[C:10](=[CH:11][CH:12]=[C:13]3[C:18]=2[N:17]=[CH:16][CH:15]([C:22]([O:24]CC)=[O:23])[C:14]3=[O:27])[CH:9]=1)=[O:7])[CH2:2][CH2:3][CH3:4]>Cl>[CH2:1]([N:5]([CH2:28][CH3:29])[C:6]([C:8]1[CH:21]=[N:20][C:19]2[C:10](=[CH:11][CH:12]=[C:13]3[C:18]=2[N:17]=[CH:16][CH:15]([C:22]([OH:24])=[O:23])[C:14]3=[O:27])[CH:9]=1)=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 21250066HCID 21250066, compound

Product 1

HCID 21250027HCID 21250027, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 8-(N-butyl-N-ethylcarbamoyl)-3-ethoxycarbonyl-4-oxo-3,4-dihydro-1,10-phenanthroline (12 g) and 2M hydrochloric acid (300 ml) was stirred at reflux for 2 hours. The mixture was cooled to ambient temperature, filtered and the solid washed with water. The solid so obtained was recrystallised from acetonitrile to give 8-(N-butyl-N-ethylcarbamoyl)-3-carboxy-4-oxo-3,4-dihydro-1,10-phenanthroline in 76% yield, mp 236-237° C.

Workup

  1. temperatureat reflux for 2 hours
  2. filtrationfiltered
  3. washthe solid washed with water
  4. customThe solid so obtained
  5. customwas recrystallised from acetonitrile

Sources & evidence

ORD record
ord-08a49a1814be414aa78065b90f052c58
Source dataset
uspto-grants-2001_03
Patent number
US06200974B1

Reaction notes

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