Triethylamine → HCID 491974, compound

HRID 2301270Notes

Reaction equation

HRID 2301270 reaction equation
[CH3:1][N:2]([CH3:17])[S:3]([C:6]1[S:10][C:9]([N:11]([CH3:15])[C:12](Cl)=[O:13])=[N:8][C:7]=1[CH3:16])(=[O:5])=[O:4].C(N(CC)CC)C.[O:25]1[CH2:30][CH2:29][N:28]([C:31]2[CH:37]=[CH:36][C:34]([NH2:35])=[CH:33][CH:32]=2)[CH2:27][CH2:26]1>O1CCOCC1>[CH3:1][N:2]([CH3:17])[S:3]([C:6]1[S:10][C:9]([N:11]([CH3:15])[C:12]([NH:35][C:34]2[CH:33]=[CH:32][C:31]([N:28]3[CH2:29][CH2:30][O:25][CH2:26][CH2:27]3)=[CH:37][CH:36]=2)=[O:13])=[N:8][C:7]=1[CH3:16])(=[O:5])=[O:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 75655Benzenamine, 4-(4-morpholinyl)-HCID 18372247HCID 18372247, compound

Product 1

HCID 491974HCID 491974, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

12.0 g (40.3 mmol) of 5-[(dimethylamino)sulphonyl]-4-methyl-1,3-thiazol-2-yl(methyl)carbamoyl chloride and 4.08 g (40.3 mmol) of triethylamine were dissolved in 150 ml of dioxane, and 7.18 g (40.3 mmol) of 4-morpholinoaniline, dissolved in 60 ml of dioxane, were added dropwise. The mixture was stirred at room temperature for 12 h, and the resulting precipitate was filtered off and dissolved in a dichloromethane/water (1:1) solvent mixture. The organic phase was separated off, dried over sodium sulphate and concentrated in vacuo.

Workup

  1. additionwere added dropwise
  2. filtrationthe resulting precipitate was filtered off
  3. dissolutiondissolved in a dichloromethane/water (1:1) solvent mixture
  4. customThe organic phase was separated off
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b97671b95fee4c9ab870c57a33c7ab59
Source dataset
uspto-grants-2002_12
Patent number
US06500817B1

Reaction notes

Loading…