Triethylamine → N-[N-(4-methoxy-6-methylpyrimidin-2-yl)-N-methylaminocarbonyl]2,5-dichloro-N-methylbenzenesulfonamide

HRID 127814Notes

Reaction equation

HRID 127814 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[S:9]([N:12]([CH3:16])[C:13](Cl)=[O:14])(=[O:11])=[O:10].C(N(CC)CC)C.[CH3:24][NH:25][C:26]1[N:31]=[C:30]([O:32][CH3:33])[CH:29]=[C:28]([CH3:34])[N:27]=1>O1CCCC1>[CH3:33][O:32][C:30]1[CH:29]=[C:28]([CH3:34])[N:27]=[C:26]([N:25]([CH3:24])[C:13]([N:12]([CH3:16])[S:9]([C:3]2[CH:4]=[C:5]([Cl:8])[CH:6]=[CH:7][C:2]=2[Cl:1])(=[O:11])=[O:10])=[O:14])[N:31]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13766724-methoxy-N,6-dimethylpyrimidin-2-amineHCID 12875196N-[(2,5-dichlorophenyl)sulfonyl]-N-methylcarbamyl chloride

Product 1

HCID 12875197N-[N-(4-methoxy-6-methylpyrimidin-2-yl)-N-methylaminocarbonyl]2,5-dichloro-N-methylbenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 3.0 g of N-[(2,5-dichlorophenyl)sulfonyl]-N-methylcarbamyl chloride in 50 ml of tetrahydrofuran containing 1.0 g of triethylamine is added 1.5 g of 2-methylamino-4-methoxy-6-methylpyrimidine. After stirring at reflux for several hours, the precipitated salts are filtered off and the filtrate is concentrated to yield N-[N-(4-methoxy-6-methylpyrimidin-2-yl)-N-methylaminocarbonyl]2,5-dichloro-N-methylbenzenesulfonamide.

Workup

  1. temperatureat reflux for several hours
  2. filtrationthe precipitated salts are filtered off
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-eefa421f49634a6a94061339eae9933b
Source dataset
uspto-grants-1981_03
Patent number
US04257802

Reaction notes

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