Hydrochloric Acid → HCID 131711617, compound

HRID 463820Notes

Reaction equation

HRID 463820 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:27]1[N:28]=[C:29]([NH:32]C(=O)C(F)(F)F)[S:30][CH:31]=1)[C:5]([NH:7][CH:8]1[C:25](=[O:26])[N:10]2[C:11]([C:22]([OH:24])=[O:23])=[C:12]([CH2:15][S:16][C:17]3[S:18][CH:19]=[N:20][N:21]=3)[CH2:13][S:14][C@H:9]12)=[O:6].O.O.O.C([O-])(=O)C.[Na+].Cl>O>[CH3:1][O:2][N:3]=[C:4]([C:27]1[N:28]=[C:29]([NH2:32])[S:30][CH:31]=1)[C:5]([NH:7][CH:8]1[C:25](=[O:26])[N:10]2[C:11]([C:22]([OH:24])=[O:23])=[C:12]([CH2:15][S:16][C:17]3[S:18][CH:19]=[N:20][N:21]=3)[CH2:13][S:14][C@H:9]12)=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 23665404Sodium Acetate TrihydrateHCID 131711618HCID 131711618, compound

Product 1

HCID 131711617HCID 131711617, compoundYield 72.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7-[2-Methoxyimino-2-{2-(2,2,2-trifluoroacetamido)-1,3-thiazol-4-yl}acetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer)(23 g) was suspended in a solution of sodium acetate trihydrate (74.8 g) in water (230 ml) and the suspension was stirred for 15 hours at ambient temperature. The reaction mixture was adjusted to pH 5.0 with conc. hydrochloric acid and insoluble material was filtered off. The filtrate was adjusted to pH 2.5 and precipitating crystals were collected by filtration and dried to give 7-[2-methoxyimino-2-(2-amino-1,3-thiazol-4-yl)acetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer) (14 g), mp 172° to 175° C. (dec.).

Workup

  1. filtrationwas filtered off
  2. customprecipitating crystals
  3. filtrationwere collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-b89d2d5294284d1d95a81f4b9b45af80
Source dataset
uspto-grants-1985_10
Patent number
US04544653

Reaction notes

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