Chlorosuccinimide → HCID 490384, compound

HRID 732918Notes

Reaction equation

HRID 732918 reaction equation
[OH:1][CH2:2]C(CO)OCN1C=C(C=C)C(=O)NC1=O.ClN1C(=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][Cl:41])[C:35](=[O:36])[NH:34][C:32]1=[O:33]>ClCCl.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][Cl:41])[C:35](=[O:36])[NH:34][C:32]1=[O:33]

Participants

5

Reactant 3

HCID 31398ChlorosuccinimideHCID 490381HCID 490381, compoundHCID 10331953HCID 10331953, compound

Product 1

HCID 490384HCID 490384, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Reaction of 9a with N-chlorosuccinimide, using the procedure outlined for the preparation of 2b, and purification of the product by silica gel column chromatography using dichloromethane-methanol (90:10, v/v) as eluent yielded 10b as a syrup (75 mg, 57%).

Sources & evidence

ORD record
ord-ba478937ef564362b694a9dba94e3f60
Source dataset
uspto-grants-2009_09
Patent number
US07589077B2

Reaction notes

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