Carbon Dioxide → 5-(Dimethylamino)-alpha-phenyl-1,2,4-oxadiazole-3-acetic acid

Reaction equation

[CH3:1][N:2]([C:4]1[O:8][N:7]=[C:6]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:5]=1)[CH3:3].C([Li])CCC.[C:21](=[O:23])=[O:22]>>[CH3:1][N:2]([CH3:3])[C:4]1[O:8][N:7]=[C:6]([CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:21]([OH:23])=[O:22])[N:5]=1

Participants

Reactant 3

HCID 280Carbon Dioxide

HCID 15613847Dimethylamino-3-(phenylmethyl)-1,2,4-oxadiazole

HCID 178418339Butyllithium

Product 1

HCID 215332265-(Dimethylamino)-alpha-phenyl-1,2,4-oxadiazole-3-acetic acid

Procedure

5-(Dimethylamino-3-(phenylmethyl)-1,2,4-oxadiazole from part (a) is treated with a solution of butyl lithium and carbon dioxide according to the procedure of Example 1 (b) to yield 5-(dimethylamino)-α-phenyl-1,2,4-oxadiazole-3-acetic acid.

Sources & evidence

ORD record: ord-8bfd3efec7ad4278a3820216acd3f8fa
Source dataset: uspto-grants-1976_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03960849

Reaction notes

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