Water → HCID 59595965, compound

HRID 2264189Notes

Reaction equation

HRID 2264189 reaction equation
[N+:1]([C:4]1[C:5]([NH2:15])=[N:6][C:7]([C:10]2[O:11][CH:12]=[CH:13][N:14]=2)=[CH:8][CH:9]=1)([O-:3])=[O:2].[Br:16]N1C(=O)CCC1=O.O>CN(C)C=O>[Br:16][C:8]1[CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[C:5]([NH2:15])=[N:6][C:7]=1[C:10]1[O:11][CH:12]=[CH:13][N:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimide2×HCID 59595967HCID 59595967, compound

Product 1

HCID 59595965HCID 59595965, compoundYield 101.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of 3-nitro-6-(1,3-oxazol-2-yl)pyridin-2-amine (0.127 g, 0.62 mmol) in dimethylformamide (3 mL) at 0° C. was added N-bromosuccinimide (0.115 g, 0.65 mmol) and the mixture was warmed to room temperature. After 3 days, further N-bromosuccinimide (0.058 g, 0.33 mmol) was added and stirring was continued for 3 hours. The solution was poured into water and the precipitate was filtered, washed with water and dried to give the title compound (0.18 g, 70%) as a yellow solid.

Workup

  1. waitwas continued for 3 hours
  2. filtrationthe precipitate was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-fd0797c6586644569cfdcb39b1ad8343
Source dataset
uspto-grants-2010_12
Patent number
US07855202B2

Reaction notes

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