Sodium Hydroxide → HCID 178509094, compound

HRID 444548Notes

Reaction equation

HRID 444548 reaction equation
Cl.[NH:2]=[C:3]1[NH:7][C:6]([C:8](=[N:36][OH:37])[C:9]([NH:11][CH:12]2[C:34](=[O:35])[N:14]3[C:15]([C:31]([OH:33])=[O:32])=[C:16]([CH2:19][O:20]C(=O)C(C4C=CC=CC=4)O)[CH2:17][S:18][C@H:13]23)=[O:10])=[CH:5][S:4]1.C(=O)([O-])O.[Na+:42].[OH-].[Na+]>O>[NH:2]=[C:3]1[NH:7][C:6]([C:8](=[N:36][OH:37])[C:9]([NH:11][CH:12]2[C:34](=[O:35])[N:14]3[C:15]([C:31]([O-:33])=[O:32])=[C:16]([CH2:19][OH:20])[CH2:17][S:18][C@H:13]23)=[O:10])=[CH:5][S:4]1.[Na+:42]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 178479164HCID 178479164, compound

Product 1

HCID 178509094HCID 178509094, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In 5 ml of water there was dissolved 0.57 g of 7-[2-(2-imino-4-thiazolin-4-yl)-2-hydroxyimino-acetamido]-3-(mandelyloxymethyl)-3-cephem-4-carboxylic acid hydrochloride (syn-isomer) together with 0.17 g of sodium hydrogen carbonate and, while the mixed solution was stirred under ice-cooling, 0.55 ml of 2N-sodium hydroxide was added. The mixture was stirred at that temperature for 3 hours and, then, at room temperature for 1 hour. The reaction mixture was subjected to column chromatography on polystyrene resin (Amberlite XAD-2, Rohm and Haas Co.), development being carried out with water. The fractions containing the desired product were pooled and lyophilized. By the above procedure there was obtained 0.19 g of the captioned compound.

Workup

  1. temperaturecooling
  2. stirringThe mixture was stirred at that temperature for 3 hours

Sources & evidence

ORD record
ord-78bb362072c94d43a5c379cad0593903
Source dataset
uspto-grants-1981_04
Patent number
US04264595

Reaction notes

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