Iodine → HCID 67900993, compound

HRID 1197109Notes

Reaction equation

O[CH:2]1[CH2:7][CH2:6][N:5]2[C:8](=[O:10])[CH2:9][C@H:4]2[S:3]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[I:30]I>>[I:30][CH:2]1[CH2:7][CH2:6][N:5]2[C:8](=[O:10])[CH2:9][C@H:4]2[S:3]1

Participants

Reactant 3

HCID 807Iodine

HCID 11776Triphenylphosphine

HCID 67900985HCID 67900985, compound

Product 1

HCID 67900993HCID 67900993, compound

Conditions

Temperature: 80 °C

Procedure

A preferred method for halogenation includes subjecting the 2-hydroxycepham to triphenylphosphine in an amount between about 1 and 2 molar equivalents, and iodine in an amount between about 1 and 2 molar equivalents in an inert organic solvent, heating the mixture at approximately 80° C. while stirring the mixture until no starting material is present, thus forming the 2-iodo cepham (IIIA).

Sources & evidence

ORD record: ord-831b4a56d8344cf1b07f234904d1c89f
Source dataset: uspto-grants-1992_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05116972

Reaction notes

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