Sodium Hydroxide → HCID 136360483, compound

HRID 1920674Notes

Reaction equation

HRID 1920674 reaction equation
Cl.[NH2:2][OH:3].[OH:4][C:5]1[C:14]([CH:15]=O)=[C:13]2[C:8]([CH:9]=[CH:10][C:11]([CH3:17])=[N:12]2)=[CH:7][CH:6]=1.[OH-].[Na+]>C(O)(=O)C>[OH:4][C:5]1[C:14]([CH:15]=[N:2][OH:3])=[C:13]2[C:8]([CH:9]=[CH:10][C:11]([CH3:17])=[N:12]2)=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 135858962HCID 135858962, compound

Product 1

HCID 136360483HCID 136360483, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
95 °C

Procedure

Referring to FIG. 19, hydroxylamine hydrochloride (0.106 g, 1.52 mmol) was added to a mixture of 6 (0.200 g, 1.06 mmol) in a solution of NaOH (0.3 in 6 mL water). The reaction was stirred at 95° C. for 15 min followed by the addition of glacial acetic acid until it reached pH 6. The resulting mixture was cooled in an ice bath and vacuum filtered to afford 7 (0.176 g, 0.869 mmol, 82% yield) as a yellow solid, which was carried to the next step without further purification.

Workup

  1. temperatureThe resulting mixture was cooled in an ice bath
  2. filtrationvacuum filtered

Sources & evidence

ORD record
ord-8e5bf283b97847d0bac86df14e765135
Source dataset
uspto-grants-2012_05
Patent number
US08173620B2

Reaction notes

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