1,2-Dibromoethane → 1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethoxy)-

HRID 1767789Notes

Reaction equation

HRID 1767789 reaction equation
[Br:1][CH2:2][CH2:3]Br.[OH:5][N:6]1[C:10](=[O:11])[C:9]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:8]2[C:7]1=[O:16]>>[Br:1][CH2:2][CH2:3][O:5][N:6]1[C:10](=[O:11])[C:9]2[C:8](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7]1=[O:16].[BrH:1].[Br:1][CH2:2][CH2:3][O:5][NH2:6]

Participants

4

Reactant 2

HCID 78391,2-DibromoethaneHCID 10665N-Hydroxyphthalimide

Product 2

HCID 1998751H-Isoindole-1,3(2H)-dione, 2-(2-bromoethoxy)-HCID 19077315O-(2-bromoethyl)hydroxylamine hydrobromide

Procedure

2-(2-Bromo-ethoxy)-isoindole-1,3-dione is prepared from 1,2-dibromoethane and N-hydroxyphthalimide as described in WO 0018790, and is then subjected to the procedure in J. Org. Chem. 1963, 28, 1604 to yield the desired product.

Sources & evidence

ORD record
ord-9cf5932425f44e56946898b13b9086cd
Source dataset
uspto-grants-2007_06
Patent number
US07235537B2

Reaction notes

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