Triethylamine → HCID 21314878, compound

HRID 237034Notes

Reaction equation

HRID 237034 reaction equation
[F:1][C:2]([F:30])([F:29])[C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([S:20]([N:23]4[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]4)(=[O:22])=[O:21])=[CH:16][CH:15]=3)=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.C(N(CC)CC)C.[CH3:38][N:39]([CH3:44])[S:40](Cl)(=[O:42])=[O:41]>CN(C)C=O>[CH3:38][N:39]([CH3:44])[S:40]([N:26]1[CH2:25][CH2:24][N:23]([S:20]([C:17]2[CH:16]=[CH:15][C:14]([NH:13][C:7]3[C:6]4[C:11](=[CH:12][C:3]([C:2]([F:29])([F:1])[F:30])=[CH:4][CH:5]=4)[N:10]=[CH:9][CH:8]=3)=[CH:19][CH:18]=2)(=[O:22])=[O:21])[CH2:28][CH2:27]1)(=[O:42])=[O:41]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 83372Dimethylsulphamoyl chlorideHCID 21314846HCID 21314846, compound

Product 1

HCID 21314878HCID 21314878, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of [[4-[(7-trifluoromethyl-4-quinolinyl)amino]phenyl]sulfonyl]piperazine (prepared as in Example 9, part D) and triethylamine, in dimethyl formamide, is added dropwise an equimolar quantity of dimethylsulfamoyl chloride. The reaction mixture is stirred at room temperature for 15 to 25 hours and is then partitioned with methylene chloride-aqueous sodium carbonate. The organic phase is dried over sodium sulfate and is concentrated and purified by conventional methods to give 1-(dimethylaminosulfonyl)-4-[[4-[[7-(trifluoromethyl)-4-quinolinyl]amino]phenyl]sulfonyl]piperazine.

Workup

  1. customis then partitioned with methylene chloride-aqueous sodium carbonate
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. concentrationis concentrated
  4. custompurified by conventional methods

Sources & evidence

ORD record
ord-00dcaf8ae5324997b1fc1bc27cf10e6a
Source dataset
uspto-grants-1979_06
Patent number
US04159331

Reaction notes

Loading…