Diisopropylethylamine → HCID 6604391, compound

HRID 1076163Notes

Reaction equation

HRID 1076163 reaction equation
[CH3:1][C:2]1([CH3:32])[S:6][C@@H:5]2[C@H:7]([NH:10][C:11]([C@@H:13]([NH2:20])[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[O:12])[C:8](=[O:9])[N:4]2[C@H:3]1[C:21]([O:23][CH2:24][O:25][C:26]([C:28]([CH3:31])([CH3:30])[CH3:29])=[O:27])=[O:22].S(C1C=CC(C)=CC=1)([O-])(=O)=O.C(N(C(C)C)CC)(C)C>C(O)(C)C>[CH3:1][C:2]1([CH3:32])[S:6][C@@H:5]2[C@H:7]([NH:10][C:11]([C@@H:13]([NH2:20])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[O:12])[C:8](=[O:9])[N:4]2[C@H:3]1[C:21]([O:23][CH2:24][O:25][C:26]([C:28]([CH3:31])([CH3:30])[CH3:29])=[O:27])=[O:22]

Participants

4

Reactant 2

HCID 81531DiisopropylethylamineHCID 131710198HCID 131710198, compound

Product 1

HCID 6604391HCID 6604391, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Pivampicillin tosylate, hydrate (13.1 g) was stirred with isopropanol (50 ml) at 0°C, while diisopropylethylamine (3.45 ml) was added dropwise. After 30 min. the crystalline precipitate was collected by filtration, washed with isopropanol (25 ml) and hexane (50 ml, bp. 60°-80°), and air-dried, yielding crystalline pivampicillin with a melting point of 114°-116°C.

Workup

  1. additionwas added dropwise
  2. filtrationAfter 30 min. the crystalline precipitate was collected by filtration
  3. washwashed with isopropanol (25 ml) and hexane (50 ml, bp. 60°-80°)
  4. customair-dried

Sources & evidence

ORD record
ord-2b193cd5fc784ea2a604a1771cf2719d
Source dataset
uspto-grants-1976_05
Patent number
US03956279

Reaction notes

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