N-bromobutanimide → HCID 490383, compound

HRID 732917Notes

Reaction equation

HRID 732917 reaction equation
[OH:1][CH2:2]C(CO)OCN1C=C(C=C)C(=O)NC1=O.BrN1C(=O)CCC1=O.[OH:26][CH2:27][CH2:28][O:29][CH2:30][N:31]1[CH:38]=[C:37]([CH:39]([N:42]=[N+:43]=[N-:44])[CH2:40][Br:41])[C:35](=[O:36])[NH:34][C:32]1=[O:33]>C(Cl)(Cl)Cl.CO>[OH:26][CH2:27][CH:28]([CH2:2][OH:1])[O:29][CH2:30][N:31]1[CH:38]=[C:37]([CH:39]([N:42]=[N+:43]=[N-:44])[CH2:40][Br:41])[C:35](=[O:36])[NH:34][C:32]1=[O:33]

Participants

5

Reactant 3

HCID 67184N-bromobutanimideHCID 490380HCID 490380, compoundHCID 10331953HCID 10331953, compound

Product 1

HCID 490383HCID 490383, compoundYield 31.4%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

Reaction of 9a with N-bromosuccinimide, using the procedure outlined for the preparation of 2a, and purification of the product by silica gel column chromatography using chloroform-methanol (92:8, v/v) as eluent provided 10a as a syrup (92 mg, 31.4%).

Sources & evidence

ORD record
ord-1b766149badc49c0b78d8f3ce47f158c
Source dataset
uspto-grants-2009_09
Patent number
US07589077B2

Reaction notes

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