Citric Acid → Florfenicol Flunixin

HRID 1666773Notes

Reaction equation

HRID 1666773 reaction equation
C(O)(=O)CC(CC(O)=O)(C(O)=O)O.C(O)C(O)C.C1OCOC1CO.[CH3:26][S:27]([C:30]1[CH:31]=[CH:32][C:33]([C@@H:36]([OH:46])[C@H:37]([NH:40][C:41]([CH:43]([Cl:45])[Cl:44])=[O:42])[CH2:38][F:39])=[CH:34][CH:35]=1)(=[O:29])=[O:28].[CH3:47][C:48]1[C:53]([NH:54][C:55]2[N:60]=[CH:59][CH:58]=[CH:57][C:56]=2[C:61]([OH:63])=[O:62])=[CH:52][CH:51]=[CH:50][C:49]=1[C:64]([F:67])([F:66])[F:65].CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO>CC(N(C)C)=O.CN1C(=O)CCC1>[CH3:26][S:27]([C:30]1[CH:31]=[CH:32][C:33]([C@@H:36]([OH:46])[C@H:37]([NH:40][C:41]([CH:43]([Cl:45])[Cl:44])=[O:42])[CH2:38][F:39])=[CH:34][CH:35]=1)(=[O:29])=[O:28].[CH3:47][C:48]1[C:53]([NH:54][C:55]2[N:60]=[CH:59][CH:58]=[CH:57][C:56]=2[C:61]([OH:63])=[O:62])=[CH:52][CH:51]=[CH:50][C:49]=1[C:64]([F:66])([F:65])[F:67]

Participants

8

Reactant 5

HCID 311Citric AcidHCID 1030Propylene GlycolHCID 216181,3-Dioxolane-4-methanol2×HCID 39212Flunixin MeglumineHCID 114811Florfenicol

Product 1

HCID 86602307Florfenicol Flunixin

Reagents, catalysts & solvents 2

HCID 13387N-methyl-2-pyrrolidoneSolventHCID 31374DimethylacetamideSolvent

Procedure

The NMP or dimethylacetamide, citric acid, propylene glycol, and approximately 90% of the PEG 300 or glycerol formal required for each formulation were charged to the compounding vessel and mixed well. The florfenicol and flunixin meglumine were added with mixing until all solids were dissolved. The volume was adjusted with the remaining PEG 300 or glycerol formal.

Workup

  1. additionwere charged to the compounding vessel
  2. additionmixed well
  3. additionwith mixing until all solids
  4. dissolutionwere dissolved

Sources & evidence

ORD record
ord-f33629d272154f038dc051a2ce161aaf
Source dataset
uspto-grants-2011_10
Patent number
US08044102B2

Reaction notes

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