Acetyl chloride → N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-dimethylaminocarbonyl-5-acetylaminobenzenesulfonamide

HRID 1006580Notes

Reaction equation

HRID 1006580 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[CH3:5][O:6][C:7]1[CH:12]=[C:11]([O:13][CH3:14])[N:10]=[C:9]([NH:15][C:16]([NH:18][S:19]([C:22]2[CH:27]=[C:26]([NH2:28])[CH:25]=[CH:24][C:23]=2[C:29]([N:31]([CH3:33])[CH3:32])=[O:30])(=[O:21])=[O:20])=[O:17])[N:8]=1>CC(N(C)C)=O>[CH3:5][O:6][C:7]1[CH:12]=[C:11]([O:13][CH3:14])[N:10]=[C:9]([NH:15][C:16]([NH:18][S:19]([C:22]2[CH:27]=[C:26]([NH:28][C:1](=[O:3])[CH3:2])[CH:25]=[CH:24][C:23]=2[C:29]([N:31]([CH3:33])[CH3:32])=[O:30])(=[O:21])=[O:20])=[O:17])[N:8]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 108627955-amino-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-dimethylaminocarbonylbenzenesulfonamide

Product 1

HCID 15240556N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-dimethylaminocarbonyl-5-acetylaminobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

0.13 ml of acetyl chloride is slowly added dropwise to a mixture of 0.64 g of N-[(4,6dimethoxypyrimidin-2-yl)aminocarbonyl]-5-amino-2-dimethylaminocarbonylbenzenesulfonamide and 10 ml of dimethylacetamide. After the end of reaction, the reaction mixture is concentrated under reduced pressure and the residue is washed with water and ethyl acetate, to give 0.45 g of the desired product in high purity (>92%, HPLC).

Workup

  1. customAfter the end of reaction
  2. concentrationthe reaction mixture is concentrated under reduced pressure
  3. washthe residue is washed with water and ethyl acetate

Sources & evidence

ORD record
ord-4abe4db479e2494da8796db10042d095
Source dataset
uspto-grants-2004_09
Patent number
US06790955B2

Reaction notes

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