Dimethylformamide → HCID 131712962, compound

HRID 1758486Notes

Reaction equation

HRID 1758486 reaction equation
[N:1]1[C:10]2[C:5](=CC=C[CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([OH:13])=[O:12].[C:14]([N:21]1[CH:25]=[CH:24]N=C1)([N:16]1[CH:20]=[CH:19][N:18]=[CH:17]1)=[O:15].CN(C)[CH:28]=[O:29].[C:31](#[N:33])[CH3:32]>>[N-:16]1[CH:20]=[CH:19][N:18]=[CH:17]1.[CH2:31]([NH:33][C:28]([NH:1][C:10]1[CH:5]=[C:4]2[C:25](=[CH:24][CH:9]=1)[NH:21][C:14](=[O:15])[C:2]([C:11]([OH:13])=[O:12])=[CH:3]2)=[O:29])[CH3:32]

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 6342AcetonitrileHCID 7124Quinaldic AcidHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 131712962HCID 131712962, compound

Procedure

A mixture of 5.07 g (18.4 mmol) of the above quinolinecarboxylic acid, 5.97 g (36.8 mmol) carbonyldiimidazole, and 70 ml dimethylformamide is heated at 48° to 49° for 45 minutes and is stirred at room temperature overnight. The mixture is diluted with 150 ml of acetonitrile and filtered to yield 5.73 g of 6-[[(ethylamino)carbonyl]amino]-1,2-dihydro-2-oxo-3-quinolinecarboxylic acid imidazolide.

Workup

  1. temperatureis heated at 48° to 49° for 45 minutes
  2. filtrationfiltered

Sources & evidence

ORD record
ord-f03a4f7b35924edc80fa393cb1ee84af
Source dataset
uspto-grants-1983_02
Patent number
US04374138

Reaction notes

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