Ammonia → Flunixin

HRID 1888131Notes

Reaction equation

HRID 1888131 reaction equation
[CH3:1][C:2]1[C:7]([NH:8][C:9]2[N:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]([OH:17])=[O:16])=[CH:6][CH:5]=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19].CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CS(C1C=CC([C@@H](O)[C@H](NC(C(Cl)Cl)=O)CF)=CC=1)(=O)=O.N>O>[CH3:1][C:2]1[C:7]([NH:8][C:9]2[N:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]([OH:17])=[O:16])=[CH:6][CH:5]=[CH:4][C:3]=1[C:18]([F:20])([F:19])[F:21]

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 56843417Resflor

Product 1

HCID 38081FlunixinYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

About 300 g of Resflor® is added over about 1 hour to a stirring solution of about 24 mL of concentrated ammonia in about 3 L of water heated to about 50° C. Additional concentrated ammonia can be added to ensure that the pH is about 9. The mixture is stirred and cooled to room temperature. The resulting precipated Florfenicol is removed by filtration. The filtrate is acidifed to about pH 4.5 with 10% H2SO4 then stirred for about another 1 hour. The resulting precipitated Flunixin is collected by filtration then dried to a moisture content of less than about 1% to yield about 4 g of crude Flunixin (100%).

Workup

  1. temperaturecooled to room temperature
  2. customThe resulting precipated Florfenicol is removed by filtration
  3. stirringthen stirred for about another 1 hour
  4. customThe resulting precipitated Flunixin
  5. filtrationis collected by filtration
  6. customthen dried to a moisture content of less than about 1%

Sources & evidence

ORD record
ord-aa034fbb34ea4023ae02c6dcb9a4a230
Source dataset
uspto-grants-2013_08
Patent number
US08501788B2

Reaction notes

Loading…