HCID 57566529, compound → HCID 57566645, compound

HRID 1943763Notes

Reaction equation

HRID 1943763 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[N:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[C:5]([NH:14]C(=O)C(C)(C)C)=[C:4]([N+:21]([O-:23])=[O:22])[CH:3]=1>Cl.O>[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[N:9]=[CH:10][CH:11]=[CH:12][N:13]=2)[C:5]([NH2:14])=[C:4]([N+:21]([O-:23])=[O:22])[CH:3]=1

Participants

4

Reactant 1

HCID 57566529HCID 57566529, compound

Product 1

HCID 57566645HCID 57566645, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A suspension of N-(4-bromo-2-nitro-6-pyrimidin-2-yl-phenyl)-2,2-dimethyl-propionamide (29.9 grams, 78.8 mmoles) in conc. HCl (200 mL) was refluxed for 8 hours. The partially homogeneous crude reaction was then cooled to room temperature, diluted with water (500 mL), and the resulting precipitate was stirred for 1 hour. The solids were then filtered, washed with water, and vacuum dried at 50° C. to afford the title compound (21.1 grams, 91% yield) as an orange powder.

Workup

  1. temperaturewas refluxed for 8 hours
  2. customThe partially homogeneous crude reaction
  3. filtrationThe solids were then filtered
  4. washwashed with water, and vacuum
  5. customdried at 50° C.

Sources & evidence

ORD record
ord-58d7946137104564b3115dbf63c8a7c7
Source dataset
uspto-grants-2013_03
Patent number
US08394803B2

Reaction notes

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