N,O-Dimethylhydroxylamine → HCID 53417458, compound

HRID 1501977Notes

Reaction equation

HRID 1501977 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5](O)=[O:6].C1N=CN(C(N2C=NC=C2)=O)C=1.[CH3:24][O:25][NH:26][CH3:27]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5]([N:26]([O:25][CH3:24])[CH3:27])=[O:6]

Participants

5

Reactant 3

HCID 14232N,O-DimethylhydroxylamineHCID 682631,1'-CarbonyldiimidazoleHCID 705093-Bromo-4-fluorobenzoic acid

Product 1

HCID 53417458HCID 53417458, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3-bromo-4-fluorobenzoic acid (100 g, 0.456 mol) and CDI (77.2 g, 0.547 mol) in 1 L of dry DCM was stirred at r.t. for 30 min and then O,N-dimethyl-hydroxylamine (53.4 g, 0.547 mol) was added. The resulted mixture was stirred overnight. The solvents were removed under vacuum and the residue was purified via column chromatograph to afford the title compound.

Workup

  1. customThe solvents were removed under vacuum
  2. customthe residue was purified via column chromatograph

Sources & evidence

ORD record
ord-d1a401f9ffa641a79284d1081b5659d8
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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