1-(3-Chloro-2,4-dihydroxy-phenyl)ethanone → 1-{3-Chloro-2-hydroxy-4-[3-(4-iodo-benzyl)-[1,2,4]oxadiazol-5-ylmethoxy]-phenyl}-ethanone

HRID 1161169Notes

Reaction equation

HRID 1161169 reaction equation
OC1C(C)=C(OCC2ON=C(CC3C=CC=C(I)C=3)N=2)C=CC=1C(=O)C.[Cl:27][C:28]1[C:29]([OH:38])=[C:30]([C:35](=[O:37])[CH3:36])[CH:31]=[CH:32][C:33]=1[OH:34].Cl[CH2:40][C:41]1[O:45][N:44]=[C:43]([CH2:46][C:47]2[CH:52]=[CH:51][C:50]([I:53])=[CH:49][CH:48]=2)[N:42]=1>>[Cl:27][C:28]1[C:29]([OH:38])=[C:30]([C:35](=[O:37])[CH3:36])[CH:31]=[CH:32][C:33]=1[O:34][CH2:40][C:41]1[O:45][N:44]=[C:43]([CH2:46][C:47]2[CH:52]=[CH:51][C:50]([I:53])=[CH:49][CH:48]=2)[N:42]=1

Participants

4

Reactant 3

HCID 574382941-(3-Chloro-2,4-dihydroxy-phenyl)ethanoneHCID 574384135-Chloromethyl-3-(4-iodo-benzyl)-[1,2,4]oxadiazoleHCID 666996211-{2-Hydroxy-4-[3-(3-iodo-benzyl)-[1,2,4]oxadiazol-5-ylmethoxy]-3-methyl-phenyl}-ethanone

Product 1

HCID 666996451-{3-Chloro-2-hydroxy-4-[3-(4-iodo-benzyl)-[1,2,4]oxadiazol-5-ylmethoxy]-phenyl}-ethanone

Procedure

The title compound is prepared essentially as described for 1-{2-hydroxy-4-[3-(3-iodo-benzyl)-[1,2,4]oxadiazol-5-ylmethoxy]-3-methyl-phenyl}-ethanone, employing 1-(3-chloro-2,4-dihydroxy-phenyl)-ethanone and 5-Chlormethyl-3-(4-iodo-benzyl)-[1,2,4]oxadiazole. LC-MS (m/e): 485 (M+1).

Sources & evidence

ORD record
ord-c9056cbe3b5649a2b8a65ad8c315d6a4
Source dataset
uspto-grants-2010_10
Patent number
US07816523B2

Reaction notes

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