Morpholine → HCID 12944898, compound

HRID 1578261Notes

Reaction equation

HRID 1578261 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1Cl)[N:8]([CH2:13][CH3:14])[CH:7]=[C:6]([C:15]([OH:17])=[O:16])[C:5]2=[O:18].[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>CS(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1)[N:8]([CH2:13][CH3:14])[CH:7]=[C:6]([C:15]([OH:17])=[O:16])[C:5]2=[O:18]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 12733886HCID 12733886, compound

Product 1

HCID 12944898HCID 12944898, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

6,7-Dichloro-1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (4.3 g) and morpholine (10 cm3) in DMSO (45 cm3) were heated for 3 hours at 110° C. under the same conditions as in Example 6. The reaction product crystallised on cooling. It was filtered off and recrystallised from 40 cm3 of a mixture of DMF (dimethylformamide; 1 volume) and methyl cellosolve (1 volume). 3.3 g of 6-chloro-1-ethyl-7-morpholino-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid, m.p. 266° C., were obtained.

Workup

  1. customThe reaction product crystallised
  2. temperatureon cooling
  3. filtrationIt was filtered off
  4. customrecrystallised from 40 cm3 of a mixture of DMF (dimethylformamide; 1 volume) and methyl cellosolve (1 volume)

Sources & evidence

ORD record
ord-fa7122e34c4f47c7b26a998c7a2c2522
Source dataset
uspto-grants-1981_09
Patent number
US04292317

Reaction notes

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