Oxalyl chloride → HCID 71556275, compound

HRID 929488Notes

Reaction equation

HRID 929488 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([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:5]=[CH:6][CH:7]=1.C(Cl)(=O)C([Cl:25])=O>C(Cl)Cl.CN(C=O)C>[Cl:25][C:10]1[C:9](=[O:21])[N:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)[C:12](=[O:13])[C:11]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 86709895HCID 86709895, compound

Product 1

HCID 71556275HCID 71556275, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

After dissolving compound 6c (2.00 g, 6.67 mmol) in DCM (10 ml) and anhydrous DMF (10 ml), oxalyl chloride (1.69 g, 13.3 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 ( 1/9). The suspension was carried out with EA/HX (⅓) to obtain compound 7c.

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-e64b0ab6b71e4d768da3c70fff3f0303
Source dataset
uspto-grants-2016_03
Patent number
US09296690B2

Reaction notes

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