Dimethylformamide → HCID 131712990, compound

HRID 851472Notes

Reaction equation

HRID 851472 reaction equation
[CH:1]1[C:6]([C:7]([NH2:9])=[O:8])=[CH:5][N:4]=[C:3]([NH2:10])[CH:2]=1.CN(C=O)C.CCN([CH2:21][CH3:22])CC.[Si:23](Cl)([CH2:28][CH3:29])([CH2:26][CH3:27])[CH2:24][CH3:25]>C(=O)=O>[CH2:24]([Si:23]([C:2]1[C:3]([NH2:10])=[N:4][C:5]([Si:23]([CH2:21][CH3:22])([CH2:26][CH3:27])[CH2:24][CH3:25])=[C:6]([CH:1]=1)[C:7]([NH2:9])=[O:8])([CH2:28][CH3:29])[CH2:26][CH3:27])[CH3:25]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 95006-Aminonicotinamide2×HCID 13819Chlorotriethylsilane

Product 1

HCID 131712990HCID 131712990, compound

Reagents, catalysts & solvents 1

HCID 280Carbon DioxideSolvent2×

Procedure

2.06 grams (15 m moles) of 6-AN and 35 ml dry DMF were added to a 250 ml flask and heated under Argon until the 6-AN dissolved. After cooling, but while the mixture was still warm, 25 ml (180 m moles) of Et3N was added to form a cloudy solution which was cooled in dry ice. After 10 minutes, 15 ml of Et3SiCl was added and the mixture kept in the dry ice for an additional 30 minutes. The mixture was left overnight at room temperature.

Workup

  1. dissolutiondissolved
  2. temperatureAfter cooling
  3. temperaturewhile the mixture was still warm
  4. customto form a cloudy solution which
  5. waitThe mixture was left overnight at room temperature

Sources & evidence

ORD record
ord-5859a74453d54e96ab92c65aa0888874
Source dataset
uspto-grants-1983_05
Patent number
US04385052

Reaction notes

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