Benzaldehyde → HCID 178481954, compound

HRID 1788655Notes

Reaction equation

HRID 1788655 reaction equation
[NH2:1][C@@H:2]1[C:23](=[O:24])[N:4]2[C:5]([C:20]([OH:22])=[O:21])=[C:6]([CH2:9][S:10][C:11]3[N:12]([CH3:19])[N:13]=[C:14]([OH:18])[C:15](=[O:17])[N:16]=3)[CH2:7][S:8][C@H:3]12.[CH:25](=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CN(C)C=O>[CH:25](=[N:1][C@@H:2]1[C:23](=[O:24])[N:4]2[C:5]([C:20]([OH:22])=[O:21])=[C:6]([CH2:9][S:10][C:11]3[N:12]([CH3:19])[N:13]=[C:14]([OH:18])[C:15](=[O:17])[N:16]=3)[CH2:7][S:8][C@H:3]12)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 178481955HCID 178481955, compound

Product 1

HCID 178481954HCID 178481954, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 7β-amino-3-[(2,5-dihydro-6- hydroxy-2-methyl-5-oxo-1,2,4-triazin-3-yl)thiomethyl]ceph-3-em-4-carboxylic acid (see EP 65748) (3.71 g) in dimethylformamide (50 ml) was treated with benzaldehyde (4.24 g) and the mixture was sonicated in an ultrasound bath at 25° for 0.5 hours, by which time a clear solution had resulted. After evaporation to dryness in vacuo the residue was triturated with ether to give the title compound, (4.28 g).

Workup

  1. customthe mixture was sonicated in an ultrasound bath at 25° for 0.5 hours, by which time a clear solution
  2. customhad resulted
  3. customAfter evaporation to dryness in vacuo the residue
  4. customwas triturated with ether

Sources & evidence

ORD record
ord-97ec024c8b84436f901f5300f799487a
Source dataset
uspto-grants-1987_08
Patent number
US04684642

Reaction notes

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