N-bromobutanimide → HCID 19036132, compound

HRID 265190Notes

Reaction equation

[CH3:1][C:2]1[N:3]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=2)[C:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=1.[Br:27]N1C(=O)CCC1=O>>[Br:27][CH2:1][C:2]1[N:3]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=2)[C:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=1

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 19036242HCID 19036242, compound

Product 1

HCID 19036132HCID 19036132, compoundYield 71.5%

Procedure

Following a procedure similar to that described in Preparation 42(ii), but brominating 6.6 g of diethyl 2-methyl-1-(4-nitrobenzyl)imidazole-4,5-dicarboxylate [prepared as described in step (i) above] with 3.9 g of N-bromosuccinimide, 5.75 g of the title compound were obtained as a syrup.

Sources & evidence

ORD record: ord-e23a388a79d54648947d317eb8131a35
Source dataset: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05646171

Reaction notes

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