Hydrochloric Acid → HCID 131709942, compound

HRID 1580504Notes

Reaction equation

HRID 1580504 reaction equation
C([NH:3][C@@H:4]1[C:20](=[O:21])[N:6]2[CH:7]([C:17]([OH:19])=[O:18])[C:8]([CH2:11][C:12]3[S:16][CH:15]=[CH:14][CH:13]=3)=[CH:9][S:10][C@H:5]12)=O.[ClH:22].O>O1CCOCC1>[ClH:22].[NH2:3][C@@H:4]1[C:20](=[O:21])[N:6]2[CH:7]([C:17]([OH:19])=[O:18])[C:8]([CH2:11][C:12]3[S:16][CH:15]=[CH:14][CH:13]=3)=[CH:9][S:10][C@H:5]12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 131709930HCID 131709930, compound

Product 1

HCID 131709942HCID 131709942, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 0.975 g of 7β-formylamino-3-(2-thenyl)-ceph-2-em-4ξ-carboxylic acid in 10 ml of dioxane is treated with 1.2 ml of a 1:1-mixture of concentrated hydrochloric acid and water and left to stand for 3 days at room temperature. The faintly yellow reaction solution is lyophilised to yield the 7β-amino-3-(2-thenyl)-ceph-2-em-4ξ-carboxylic acid hydrochloride, which according to thin-layer chromatogram which contains only traces of the starting material; thin-layer chromatogram (silica gel; detection with iodine vapour); Rf = 0.40 (system: n-butanol/acetic acid/water 67:10:23; starting material Rf = 0.56), Rf = 0.51 (system: n-butanol/pyridine/acetic acid/water 40:24:6:30; starting material Rf = 0.60), and Rf = 0.43 (system: ethyl acetate/n-butanol/pyridine/acetic acid/water 42:21:21:6:10; starting material Rf = 0.64).

Sources & evidence

ORD record
ord-6ee1cf964b5445bb82c199ef55a117d4
Source dataset
uspto-grants-1976_01
Patent number
US03932465

Reaction notes

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