Ethanol → HCID 12818640, compound

HRID 2285832Notes

Reaction equation

HRID 2285832 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-7ef45034e1fe4cbba6f6d07231053a87
Source dataset
uspto-grants-1982_04
Patent number
US04324893

Reaction notes

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