Oxalyl chloride → HCID 71556276, compound

HRID 929489Notes

Reaction equation

HRID 929489 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[C:10](O)[C:9]2=[O:21])=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:25])=O>CN(C=O)C>[Cl:25][C:10]1[C:9](=[O:21])[N:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[C:12](=[O:13])[C:11]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 86709896HCID 86709896, compound

Product 1

HCID 71556276HCID 71556276, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After dissolving compound 6d (1.00 g, 3.33 mmol) in MC (10 ml) and anhydrous DMF (10 ml), oxalyl chloride (0.850 g, 6.66 mmoL) was added thereto and the agitation for 30 minutes was carried out. After the identification of the reaction progress with TLC, the reaction was terminated. Then, three times extractions were carried out with EA and three times washings were carried out with brine. Water was removed by using Na2SO4, solvents were removed and then, the column chromatography was carried out with EA/HX ( 1/15). The suspension was carried out with HX to obtain compound 7d.

Workup

  1. additionwas added
  2. customAfter the identification of the reaction progress with TLC, the reaction was terminated
  3. extractionThen, three times extractions
  4. customWater was removed
  5. customwere removed

Sources & evidence

ORD record
ord-9a277de1c5bf4ac781df43b75492ee22
Source dataset
uspto-grants-2016_03
Patent number
US09296690B2

Reaction notes

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