Dimethyl Sulfate → HCID 86739651, compound

HRID 2418320Notes

Reaction equation

HRID 2418320 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[C:4](=[N:11][OH:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[OH-].[K+].S(OC)(O[CH3:23])(=O)=O>O1CCCC1.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C(Cl)Cl>[CH3:23][O:12][N:11]=[C:4]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[C:3]1[CH:13]=[CH:14][CH:15]=[CH:16][C:2]=1[NH2:1]

Participants

7

Reactant 3

HCID 6497Dimethyl SulfateHCID 14797Potassium HydroxideHCID 611391HCID 611391, compound

Product 1

HCID 86739651HCID 86739651, compound

Reagents, catalysts & solvents 3

HCID 74236Tetrabutylammonium BromideCatalystHCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3.0 g (14.15 mmol) of 2-amino-benzophenone oxime in 120 ml of tetrahydrofuran is treated successively with 1.07 g of potassium hydroxide, 100 mg of tetrabutylammonium bromide, 1.81 ml of dimethyl sulphate and the mixture is stirred at room temperature overnight. The mixture is taken up in methylene chloride, washed with water, dried and evaporated. The residue is twice suspended in boiling ether and filtered off, there being obtained 2-amino-benzophenone O-methyl oxime of melting point 138°.

Workup

  1. washwashed with water
  2. customdried
  3. customevaporated
  4. filtrationfiltered off

Sources & evidence

ORD record
ord-dd882ccfddc54c07b7ecde11dadd653e
Source dataset
uspto-grants-1984_09
Patent number
US04472435

Reaction notes

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