Acetic Anhydride → HCID 131711160, compound

HRID 866873Notes

Reaction equation

HRID 866873 reaction equation
[N:1](=[CH:3][C:4]1[CH2:5][S:6][C@@H:7]2[CH:14]([NH:15][C:16](=[O:23])[CH2:17][C:18]3[S:19][CH:20]=[CH:21][CH:22]=3)[C:13](=[O:24])[N:8]2[C:9]=1[C:10]([OH:12])=[O:11])[NH2:2].[C:25](OC(=O)C)(=[O:27])[CH3:26]>N1C=CC=CC=1.CCOCC>[OH2:11].[C:25]([NH:2][N:1]=[CH:3][C:4]1[CH2:5][S:6][C@@H:7]2[CH:14]([NH:15][C:16](=[O:23])[CH2:17][C:18]3[S:19][CH:20]=[CH:21][CH:22]=3)[C:13](=[O:24])[N:8]2[C:9]=1[C:10]([OH:12])=[O:11])(=[O:27])[CH3:26]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 131711162HCID 131711162, compound

Product 1

HCID 131711160HCID 131711160, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 3-hydrazonomethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid (93 mg) in a mixture of acetic anhydride (0.5 ml) and pyridine (0.2 ml) is kept at room temperature for 45 hours. The mixture is diluted with ether. The obtained precipitate is collected by filtration and dried to leave 3-(2-acetylhydrazono)methyl-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid monohydrate (101 mg). m.p. 184°-190° C (decomposition). Yield: 96%.

Workup

  1. filtrationThe obtained precipitate is collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-6dbe2fa410054aaba9f1c4a1d1a44e7a
Source dataset
uspto-grants-1978_07
Patent number
US04101658

Reaction notes

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