Potassium Hydroxide → HCID 130746111, compound

HRID 877012Notes

Reaction equation

HRID 877012 reaction equation
[Cl:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[N:5]([CH3:10])[C:4](=[O:11])[C:3]=1[CH:12]=O.Cl.[NH2:15][OH:16].[OH-].[K+]>CO.O>[Cl:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[N:5]([CH3:10])[C:4](=[O:11])[C:3]=1[CH:12]=[N:15][OH:16]

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 3199716-Chloro-5-formyl-1,3-dimethyluracilHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 130746111HCID 130746111, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a mixture of Step 1 intermediate (56 g, 262.37 mmol) and hydroxylamine hydrochloride (22.8 g, 327.97 mmol) in methanol (525 ml) was added drop-wise a solution of KOH (18.3 g, 327.97 mmol) in water (32 ml) over a period of 1 h, while reaction mixture was maintained below 10° C. The mixture was stirred at room temperature for 1 h, and the resulting oxime precipitate was collected by filtration, washed with water (2×250 ml), methanol (2×150 ml) and dried to give 46.3 g of the product as a pale yellow solid; 1H NMR (300 MHz, DMSO-d6) δ 3.19 (s, 3H), 3.51 (s, 3H), 7.94 (s, 1H), 11.40 (br s, 1H).

Workup

  1. customwhile reaction mixture
  2. temperaturewas maintained below 10° C
  3. filtrationthe resulting oxime precipitate was collected by filtration
  4. washwashed with water (2×250 ml), methanol (2×150 ml)
  5. customdried

Sources & evidence

ORD record
ord-5c17549ee6cd47f295e8e1afbd1c9295
Source dataset
uspto-grants-2015_03
Patent number
US08987278B2

Reaction notes

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