Hydroxylamine → HCID 72307471, compound

HRID 219869Notes

Reaction equation

HRID 219869 reaction equation
[C:1]([C:3]1[C:12]([O:13][CH3:14])=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[C:5]([F:15])[CH:4]=1)#[N:2].[NH2:16][OH:17]>CO>[NH2:2][C:1](=[N:16][OH:17])[C:3]1[C:12]([O:13][CH3:14])=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[C:5]([F:15])[CH:4]=1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 67529335HCID 67529335, compound

Product 1

HCID 72307471HCID 72307471, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-cyano-2-fluoro-5-methoxybenzoate (64 mg; 0.31 mmol; 1 eq.) was dissolved in MeOH. Hydroxylamine (90.23 μl; 1.53 mmol; 5 eq.) was added and the mixture was stirred at RT overnight. As the reaction was not complete, it was heated at 50° C. for one more day. The solvents were then evaporated, affording the title product as an orange oil, which was used without further purification (74 mg; 100%). LC/MS (Method B): 243.1 (M+H)+. HPLC (Method A) Rt 1.24 min (Purity: 80.3%).

Workup

  1. temperatureit was heated at 50° C. for one more day
  2. customThe solvents were then evaporated

Sources & evidence

ORD record
ord-0695ed0e99cd4d369b3d340be5bc23dc
Source dataset
uspto-grants-2012_06
Patent number
US08202865B2

Reaction notes

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