HCID 10955935, compound → HCID 10878985, compound

HRID 1769429Notes

Reaction equation

HRID 1769429 reaction equation
[OH:1][C:2]1[C:3]([F:17])=[C:4]([C:13]([NH:15][CH3:16])=[O:14])[C:5](=[C:9]([F:12])[C:10]=1[F:11])[C:6](O)=[O:7].OC1C(F)=C(C=C(F)C=1F)C(N)=O>C1(C)C=CC=CC=1>[OH:1][C:2]1[C:3]([F:17])=[C:4]2[C:13](=[O:14])[N:15]([CH3:16])[C:6](=[O:7])[C:5]2=[C:9]([F:12])[C:10]=1[F:11]

Participants

4

Reactant 2

HCID 10955935HCID 10955935, compoundHCID 150238342,4,5-Trifluoro-3-hydroxybenzamide

Product 1

HCID 10878985HCID 10878985, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Mixed together were 48 g of a mixture of 4-hydroxy-3,5,6-trifluoro-N-methylphthalamic acid and 3-hydroxy-2,4,5-trifluorobenzamide (preparation given in Example 1 of U.S. Pat. No. 5,233,082) and 200 mL of toluene. The mixture was heated to reflux and water was collected in a Barret trap. After all the water had been collected, the mixture was cooled and the toluene evaporated under vacuum. A total of 40.88 g of solids were collected. This material was assayed as 75% 4-hydroxy-3,5,6-trifluoro-N-methylphthalimide and 11% 3-hydroxy-2,4,5-trifluoro-N-methylbenzamide. For the N-methylphthalimide: 19F nuclear magnetic resonance (NMR) (ppm acetone d6): -136.9 (m) , -141.5 (m) , -147.8 (m) .

Workup

  1. custompreparation
  2. temperatureThe mixture was heated
  3. temperatureto reflux
  4. customwater was collected in a Barret trap
  5. customAfter all the water had been collected
  6. temperaturethe mixture was cooled
  7. customthe toluene evaporated under vacuum
  8. customA total of 40.88 g of solids were collected

Sources & evidence

ORD record
ord-05b7b36ec15c4874b3de94764d73dae4
Source dataset
uspto-grants-1995_01
Patent number
US05380926

Reaction notes

Loading…