Isopropanol → HCID 14620378, compound

HRID 1710284Notes

Reaction equation

HRID 1710284 reaction equation
Cl.Cl.Cl.[NH2:4][C@@H:5]1[C:25](=[O:26])[N:7]2[C:8]([C:22]([O-:24])=[O:23])=[C:9]([CH2:12][N+:13]3[N:14]([CH2:19][CH2:20][OH:21])[C:15]([NH2:18])=[CH:16][CH:17]=3)[CH2:10][S:11][C@H:6]12.C(O)(C)C>O>[NH2:4][C@@H:5]1[C:25](=[O:26])[N:7]2[C:8]([C:22]([O-:24])=[O:23])=[C:9]([CH2:12][N+:13]3[N:14]([CH2:19][CH2:20][OH:21])[C:15]([NH2:18])=[CH:16][CH:17]=3)[CH2:10][S:11][C@H:6]12

Participants

4

Reactant 2

HCID 3776IsopropanolHCID 1317165287beta-Amino-3-[3-amino-2-(2-hydroxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate trihydrochloride

Product 1

HCID 14620378HCID 14620378, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

7β-Amino-3-[3-amino-2-(2-hydroxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate trihydrochloride (66 g) was dissolved in water (264 ml). The aqueous solution was subjected to column chromatography on "Diaion HP-20" using water as eluent. Fractions containing the object compound were combined and to this combined solution was added dropwise isopropyl alcohol (1.15 l) under ice-cooling. The mixture was stirred for 1.5 hours under ice-cooling to precipitate crystals. The crystals were collected by filtration and washed with a mixture of isopropyl alcohol and water (10:1) under ice-cooling and dried over phosphorus pentoxide to give 7β-amino-3-[3-amino-2-(2hydroxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate.hydrochloride.dihydrate (29.95 g).

Workup

  1. additionFractions containing the object compound
  2. temperaturecooling
  3. temperaturecooling
  4. customto precipitate crystals
  5. filtrationThe crystals were collected by filtration
  6. washwashed with a mixture of isopropyl alcohol and water (10:1) under ice-
  7. temperaturecooling
  8. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-0fcc5585b3bf4e759096ecf9915bf4e6
Source dataset
uspto-grants-1990_08
Patent number
US04952578

Reaction notes

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