Oxalyl chloride → HCID 131725229, compound

HRID 1064568Notes

Reaction equation

HRID 1064568 reaction equation
[ClH:1].[CH3:2][C@H:3]1[N:8]([C:9]2[C:10]3[CH:17]=[CH:16][S:15][C:11]=3[N:12]=[CH:13][N:14]=2)[C@@H:7]([CH3:18])[CH2:6][N:5]([CH2:19][C:20](O)=[O:21])[CH2:4]1.C(Cl)(=O)C([Cl:26])=O>ClCCl.CN(C)C=O>[ClH:26].[CH3:2][C@H:3]1[N:8]([C:9]2[C:10]3[CH:17]=[CH:16][S:15][C:11]=3[N:12]=[CH:13][N:14]=2)[C@@H:7]([CH3:18])[CH2:6][N:5]([CH2:19][C:20]([Cl:1])=[O:21])[CH2:4]1

Participants

5

Reactant 2

HCID 65578Oxalyl chloride2×HCID 131725228HCID 131725228, compound

Product 1

HCID 131725229HCID 131725229, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of the product from Example 9 step (ii) (1.15 g) and oxalyl chloride (1.2 ml) in dichloromethane (100 ml) was treated with 2 drops of dimethylformamide. After 24 hours at room temperature a further aliquot of oxalyl chloride (3.6 ml) was added and the mixture heated under reflux for 48 hours. The solvent was evaporated under reduced pressure. Toluene was added to the residue and then evaporated under reduced pressure to give the subtitle product as a yellow oil (0.95 g).

Workup

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 48 hours
  3. customThe solvent was evaporated under reduced pressure
  4. additionToluene was added to the residue
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-5ea9392bbf1b4a8a95dc14d7800a3be4
Source dataset
uspto-grants-2005_11
Patent number
US06969713B2

Reaction notes

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