Trifluoroacetate → HCID 70352943, compound

HRID 2052179Notes

Reaction equation

HRID 2052179 reaction equation
[NH2:1][CH:2]1[C:31](=[O:32])[N:4]2[C:5]([C:15]([O:17]C(C3C=CC=CC=3)C3C=CC=CC=3)=[O:16])=[C:6]([C:9]3[S:10][C:11]([CH3:14])=[N:12][N:13]=3)[CH2:7][S:8][C@H:3]12.FC(F)(F)C([O-])=O>C1(OC)C=CC=CC=1>[NH2:1][CH:2]1[C:31](=[O:32])[N:4]2[C:5]([C:15]([OH:17])=[O:16])=[C:6]([C:9]3[S:10][C:11]([CH3:14])=[N:12][N:13]=3)[CH2:7][S:8][C@H:3]12

Participants

4

Reactant 2

HCID 84468TrifluoroacetateHCID 70582096HCID 70582096, compound

Product 1

HCID 70352943HCID 70352943, compoundYield 73.8%

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Procedure

To a suspension of 0.443 g of the 7-amino-3-thiadiazole benzyhydryl ester obtained in Example 78 in 2 ml of anisole is added 3 ml of trifluoroacetate acid under stirring and ice-cooling. After 30 minutes, the solvent is distilled off under reduced pressure. The residue is dissolved in 10% hydrochloric acid and the solution is neutralized with a saturated aqueous solution of sodium bicarbonate. The formed precipitates are filtered, and washed with water, acetone and then ether to give 0.21 g of 7-amino-3-(5-methyl-1,3,4-thiadiazol-2-yl)-3-cephem-4-carboxylic acid.

Workup

  1. temperatureice-cooling
  2. distillationthe solvent is distilled off under reduced pressure
  3. dissolutionThe residue is dissolved in 10% hydrochloric acid
  4. customThe formed precipitates
  5. filtrationare filtered
  6. washwashed with water, acetone

Sources & evidence

ORD record
ord-a4ccf762d8e846a4b3a2b3074741a5cb
Source dataset
uspto-grants-1980_01
Patent number
US04182866

Reaction notes

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