5-Bromoisatoic Anhydride → HCID 59519042, compound

HRID 1161852Notes

Reaction equation

HRID 1161852 reaction equation
[Br:1][C:2]1[CH:13]=[C:6]2[C:7]([O:9]C(=O)[NH:11][C:5]2=[CH:4][CH:3]=1)=O.[NH2:14][CH2:15][C:16]([NH:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17]>C(#N)C>[NH2:11][C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:13][C:6]=1[C:7]([NH:14][CH2:15][C:16](=[O:17])[NH:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:9]

Participants

4

Reactant 2

HCID 2885615-Bromoisatoic AnhydrideHCID 496272271034-40-7

Product 1

HCID 59519042HCID 59519042, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A suspension of 5-bromoisatoic anhydride (1.2 g, 5.0 mmol) and 2-amino-N-tert-butylacetamide (INTERMEDIATE I.2) (0.78 g, 6.0 mmol) in acetonitrile (8 mL) was stirred at room temperature for 20 h. The white suspension was filtered, and the white precipitate washed cold EtOH to give 2-amino-5-bromo-N-(tert-butylcarbamoylmethyl)benzamide (1.06 g, 3.22 mmol, 65%).

Workup

  1. filtrationThe white suspension was filtered
  2. washthe white precipitate washed cold EtOH

Sources & evidence

ORD record
ord-8f0c3f8bf456451fbf4358ed787704fd
Source dataset
uspto-grants-2010_10
Patent number
US07820649B2

Reaction notes

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