N-Hydroxypropionimidamide → HCID 22318613, compound

HRID 497048Notes

Reaction equation

HRID 497048 reaction equation
[Cl:1][C:2]1[C:3]([O:18][CH2:19][CH2:20][CH2:21][O:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][N:24]=2)=[C:4]([CH:9]=[C:10]([O:12][CH2:13][CH:14]=[C:15]([Cl:17])[Cl:16])[CH:11]=1)[C:5](OC)=[O:6].[C:33](=[N:37]O)([NH2:36])[CH2:34][CH3:35].[Na]>C(O)C>[Cl:1][C:2]1[CH:11]=[C:10]([O:12][CH2:13][CH:14]=[C:15]([Cl:17])[Cl:16])[CH:9]=[C:4]([C:5]2[O:6][N:37]=[C:33]([CH2:34][CH3:35])[N:36]=2)[C:3]=1[O:18][CH2:19][CH2:20][CH2:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:30])([F:31])[F:32])=[CH:25][N:24]=1

Participants

5

Reactant 3

HCID 4092053N-HydroxypropionimidamideHCID 5360545SodiumHCID 22318619HCID 22318619, compound

Product 1

HCID 22318613HCID 22318613, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
40 °C

Procedure

0.05 g of methyl 3-chloro-5-(3,3-dichloroprop-2-enyloxy)-2-[3-(5-trifluoromethylpyrid-2-yloxy)propyloxy]benzoate and 0.028 g of propionamidoxime were dissolved in 1 ml of anhydrous ethanol. A solution of 0.008 g of sodium in 0.5 ml of ethanol was added to this solution. The mixture was stirred at 40° C. for 2 hours and at room temperature for 20 hours. The mixture was then concentrated, and diethyl ether and water were added. After shaking, the ether phase was isolated, dried and concentrated under reduced pressure, and the crude product was purified chromatographically. Yield: 0.017 g (32%)

Workup

  1. concentrationThe mixture was then concentrated
  2. additiondiethyl ether and water were added
  3. stirringAfter shaking
  4. customthe ether phase was isolated
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customthe crude product was purified chromatographically

Sources & evidence

ORD record
ord-68ae83fbb67c491bb414b7c859e79a24
Source dataset
uspto-grants-2005_09
Patent number
US06949551B2

Reaction notes

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