Water → HCID 72576087, compound

HRID 557270Notes

Reaction equation

HRID 557270 reaction equation
S(O)(O)(=O)=O.[NH2:6][OH:7].O.[OH-].[Na+].[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH:26]=O)=[CH:21][CH:20]=1>CO>[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH:26]=[N:6][OH:7])=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 159255Hydroxylamine, sulfate (1:1)HCID 59841576HCID 59841576, compound

Product 1

HCID 72576087HCID 72576087, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of hydroxylamine sulfate (19.7 g) and water (250 mL) was added an aqueous solution of 1N sodium hydroxide (240 mL) at 0° C, which was stirred at the same temperature for 15 minutes. Then, at the same temperature, to the reaction mixture was added a mixture of (4-(pyridin-2-yloxymethyl)-phenyl)-acetaldehyde described in Preparation Example 2-1-3 (27.3 g) and methanol (250 mL) dropwise, which was stirred overnight at room temperature. The precipitated solids were filtered to obtain the title compound (20.3 g) as a mixture of E isomer and Z isomer.

Workup

  1. additionThen, at the same temperature, to the reaction mixture was added
  2. stirringwhich was stirred overnight at room temperature
  3. filtrationThe precipitated solids were filtered

Sources & evidence

ORD record
ord-829794a4346b42bda89baf64e1a5d23c
Source dataset
uspto-grants-2011_11
Patent number
US08058444B2

Reaction notes

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