Tetrahydrofuran → N-[N-[4-(2,2,2,-trifluoroethoxy)-6-methylpyrimidin-2-yl]-N-methylaminocarbonyl]-2-chloro-N-methylbenzenesulfonamide

HRID 615827Notes

Reaction equation

HRID 615827 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]([CH3:15])[C:12](Cl)=[O:13])(=[O:10])=[O:9].O1CCCC1.[CH3:21][NH:22][C:23]1[N:28]=[C:27]([O:29][CH2:30][C:31]([F:34])([F:33])[F:32])[CH:26]=[C:25]([CH3:35])[N:24]=1>C(N(CC)CC)C>[F:34][C:31]([F:32])([F:33])[CH2:30][O:29][C:27]1[CH:26]=[C:25]([CH3:35])[N:24]=[C:23]([N:22]([CH3:21])[C:12]([N:11]([CH3:15])[S:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])(=[O:10])=[O:9])=[O:13])[N:28]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 201898672-Methylamino-4-(2,2,2-trifluorethoxy)-6-methylpyrimidineHCID 20189879N-[(2-chlorophenyl)sulfonyl]-N-methylcarbamyl chloride

Product 1

HCID 20189885N-[N-[4-(2,2,2,-trifluoroethoxy)-6-methylpyrimidin-2-yl]-N-methylaminocarbonyl]-2-chloro-N-methylbenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To 18 parts of N-[(2-chlorophenyl)sulfonyl]-N-methylcarbamyl chloride in 300 parts of tetrahydrofuran containing 10 parts of triethylamine is added 22 parts of 2-methylamino-4-(2,2,2-trifluoroethoxy)-6-methylpyrimidine. After stirring at reflux for 10 hours, the precipitated salts are filtered off and the filtrate is concentrated to yield N-[N-[4-(2,2,2,-trifluoroethoxy)-6-methylpyrimidin-2-yl]-N-methylaminocarbonyl]-2-chloro-N-methylbenzenesulfonamide.

Workup

  1. temperatureat reflux for 10 hours
  2. filtrationthe precipitated salts are filtered off
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-ceb8b823eb154a96be776ca6bc9125e0
Source dataset
uspto-grants-1985_02
Patent number
US04501607

Reaction notes

Loading…