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2-[2-(Dimethylamino)ethoxy]benzonitrile → HCID 21994458, compound

HRID 1977611
Notes
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Reaction equation

HRID 1977611 reaction equation
C1(C)CCC(C(C)C)C([Si]([S:31][Si](C2C(C(C)C)CCC(C)C2)(C2C(C(C)C)CCC(C)C2)C2C(C(C)C)CCC(C)C2)(C2C(C(C)C)CCC(C)C2)C2C(C(C)C)CCC(C)C2)C1.C[O-].[Na+].[CH3:67][N:68]([CH3:80])[CH2:69][CH2:70][O:71][C:72]1[CH:79]=[CH:78][CH:77]=[CH:76][C:73]=1[C:74]#[N:75]>CN1CCN(C)C1=O>[CH3:67][N:68]([CH3:80])[CH2:69][CH2:70][O:71][C:72]1[CH:79]=[CH:78][CH:77]=[CH:76][C:73]=1[C:74]([NH2:75])=[S:31]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 103301612-[2-(Dimethylamino)ethoxy]benzonitrileHCID 10942334Sodium MethoxideHCID 21994463HCID 21994463, compound

Product 1

HCID 21994458HCID 21994458, compound

Reagents, catalysts & solvents 1

HCID 66611,3-Dimethyl-2-imidazolidinoneSolvent

Procedure

A mixture of trimenthylsilyl sulfide (5 g) and sodium methoxide (1.5 g) was added drop by drop to a stirred solution of 2-(2-dimethylamino-ethoxy)-benzonitrile (2.66 g) in 1,3-dimethyl-2-imidazolidinone. The mixture was stirred at room temperature for 24 hours, then extracted with ethyl acetate and the organic layer was washed with water, dried over magnesium sulfate and evaporated. The crude product was used without further purification.

Workup

  1. extractionextracted with ethyl acetate
  2. washthe organic layer was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. customThe crude product was used without further purification

Sources & evidence

ORD record
ord-9533b162ed6f4f91a7df5641f8876345
Source dataset
uspto-grants-2001_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06235738B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes