Dimethylformamide dimethyl acetal → HCID 58503933, compound

HRID 2407817Notes

Reaction equation

HRID 2407817 reaction equation
[CH2:1]([O:3][C:4]1[N:9]=[C:8]([CH3:10])[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][CH:5]=1)[CH3:2].CO[CH:16](OC)[N:17]([CH3:19])[CH3:18]>CN(C)C=O>[CH2:1]([O:3][C:4]1[N:9]=[C:8](/[CH:10]=[CH:16]/[N:17]([CH3:19])[CH3:18])[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][CH:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 58504164HCID 58504164, compound

Product 1

HCID 58503933HCID 58503933, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of the compound prepared in Example 421 (1.88 g) in N,N-dimethylformamide (25 mL) was added N,N-dimethylformamide dimethylacetal (1.61 mL) at room temperature. The resulting purple solution was placed in an oil bath and heating was started to 140° C. The mixture was heated for 30 minutes, cooled to room temperature, the solvent evaporated in vacuo, coevaporated from methanol and dried further under high vacuum for 2 hours. This material was triturated in 1:1 hexane-ether and collected by filtration to afford the title compound as red solids (2.2 g) with the following physical data.

Workup

  1. customThe resulting purple solution was placed in an oil bath
  2. temperatureheating
  3. customwas started to 140° C
  4. temperatureThe mixture was heated for 30 minutes
  5. customthe solvent evaporated in vacuo
  6. customdried further under high vacuum for 2 hours
  7. customThis material was triturated in 1:1 hexane-ether
  8. filtrationcollected by filtration

Sources & evidence

ORD record
ord-bf7dc932f88d42bc95424a604e70c2d6
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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