Allyl bromide → HCID 86744402, compound

HRID 1111018Notes

Reaction equation

HRID 1111018 reaction equation
[OH:1][N:2]=[C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([NH:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])=[O:13])=[CH:7][CH:6]=1)[CH3:4].C[O-].[Na+].[CH2:23](Br)[CH:24]=[CH2:25]>O>[CH2:25]([O:1][N:2]=[C:3]([C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12]([NH:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])=[O:13])=[CH:9][CH:10]=1)[CH3:4])[CH:24]=[CH2:23]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 10942334Sodium MethoxideHCID 86744403HCID 86744403, compound

Product 1

HCID 86744402HCID 86744402, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of N-[4-(1-hydroxyiminoethyl)phenyl]-N'-methoxycarbonylmethylurea in 25% methanolic sodium methoxide (1.0 equivalent) is treated at room temperature with 1.1 equivalent of allyl bromide. The reaction mixture is stirred until the temperature falls to about 20° C. The reaction mixture is then poured into cold water and extracted with diethyl ether. The ether solution is dried over MgSO4 and filtered, and the solvent is removed by rotary evaporator to yield N-[4-(1-allyloxyiminoethyl)phenyl-N'-methoxycarbonylmethylurea.

Workup

  1. customfalls to about 20° C
  2. extractionextracted with diethyl ether
  3. dry with materialThe ether solution is dried over MgSO4
  4. filtrationfiltered
  5. customthe solvent is removed by rotary evaporator

Sources & evidence

ORD record
ord-3fbfb2086cc447a5b77c84028283e3b5
Source dataset
uspto-grants-1990_12
Patent number
US04977272

Reaction notes

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