Ethanol → HCID 12818640, compound

HRID 1703138Notes

Reaction equation

HRID 1703138 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:24])[N:8]([CH2:22][CH3:23])[C:9]2[C:14]([C:15]=1[N:16]1CC[CH2:18][CH2:17]1)=[CH:13][CH:12]=[C:11]([CH3:21])[N:10]=2)=[O:5])[CH3:2].C(N)C.C(O)C>O>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:24])[N:8]([CH2:22][CH3:23])[C:9]2[C:14]([C:15]=1[NH:16][CH2:17][CH3:18])=[CH:13][CH:12]=[C:11]([CH3:21])[N:10]=2)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 702EthanolHCID 6341EthylamineHCID 12818639HCID 12818639, compound

Product 1

HCID 12818640HCID 12818640, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of 5.88 g. (0.02 mole) of 1-ethyl-1,2-dihydro-4-chloro-7-methyl-2-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester (Example 30) and 2.6 g. (0.04 mole) of 70% aqueous ethyl amine in 25 ml. of ethanol was heated under reflux for 5 hours. The solution was cooled and was diluted with water to the cloudy point. The precipitate which formed was collected, air dried, and was recrystallized from heptane to give 1.6 g. of product, m.p. 133°-136° C.

Workup

  1. additionA stirred mixture of 5.88 g
  2. temperatureunder reflux for 5 hours
  3. temperatureThe solution was cooled
  4. customThe precipitate which formed
  5. customwas collected
  6. customair dried
  7. customwas recrystallized from heptane
  8. customto give 1.6 g

Sources & evidence

ORD record
ord-b016f0cb80a54174aefd1d70667cb980
Source dataset
uspto-grants-1982_09
Patent number
US04350817

Reaction notes

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