Oxalyl chloride → HCID 71556274, compound

HRID 929487Notes

Reaction equation

HRID 929487 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12](=[O:13])[C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:10](O)[C:9]1=[O:21].C(Cl)(=O)C([Cl:25])=O>CN(C=O)C>[Cl:25][C:10]1[C:9](=[O:21])[N:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[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 86709894HCID 86709894, compound

Product 1

HCID 71556274HCID 71556274, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After dissolving compound 6b (3.00 g, 10.0 mmol) in MC (10 ml) and anhydrous DMF (10 ml), oxalyl chloride (2.50 g, 20.0 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 anhydrous 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 7b.

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-a26efcf3eb494ea8932955ae7b2ba5aa
Source dataset
uspto-grants-2016_03
Patent number
US09296690B2

Reaction notes

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