Hydrochloric Acid → HCID 70604919, compound

HRID 2164136Notes

Reaction equation

[CH3:1][S:2]([CH:5]([C:26]1[O:27][CH:28]=[CH:29][CH:30]=1)[C:6]([NH:8][CH:9]1[C:24](=[O:25])[N:11]2[C:12]([C:21]([OH:23])=[O:22])=[C:13]([CH2:16]OC(=O)C)[CH2:14][S:15][C@H:10]12)=[O:7])(=[O:4])=[O:3].[SH:31][C:32]1[S:33][C:34]([CH3:37])=[N:35][N:36]=1.C(=O)(O)[O-].[Na+].Cl>P([O-])([O-])([O-])=O.C(OCC)(=O)C.O>[CH3:1][S:2]([CH:5]([C:26]1[O:27][CH:28]=[CH:29][CH:30]=1)[C:6]([NH:8][CH:9]1[C:24](=[O:25])[N:11]2[C:12]([C:21]([OH:23])=[O:22])=[C:13]([CH2:16][S:31][C:32]3[S:33][C:34]([CH3:37])=[N:35][N:36]=3)[CH2:14][S:15][C@H:10]12)=[O:7])(=[O:3])=[O:4]

Participants

Conditions

Temperature: 60 °C

Procedure

7-[α-Methylsulfonyl(2-furyl)acetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid (366.4 mg), 128 mg of 2-mercapto-5-methyl-1,3,4-thiadiazole and 68 mg of sodium bicarbonate were dissolved in a 0.1N phosphate buffer (pH 6.4), and the solution was stirred at 60° C. for 8 hours. Then, 20 ml of water, and 50 ml of ethyl acetate were added for extraction. The aqueous layer was acidified with 1H hydrochloric acid to a pH of 2, and extracted with ethyl acetate three times. The organic layer was washed four times with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, and concentrated under reduced pressure to obtain the product in powder form.

Workup

extractionextracted with ethyl acetate three times
washThe organic layer was washed four times with a saturated aqueous solution of sodium chloride
dry with materialdried over magnesium sulfate
concentrationconcentrated under reduced pressure
customto obtain the product in powder form

Sources & evidence

ORD record: ord-69aa6c47891f4b32bff4e687561f6df2
Source dataset: uspto-grants-1979_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04137406

Reaction notes

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