Stearyltrimethylammonium chloride → HCID 178442906, compound

HRID 2292075

Reaction equation

HRID 2292075 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][N:7]([C:12]2[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([Cl:19])[CH:13]=2)[C:8]=1[C:9]([NH2:11])=[O:10])([OH:3])=[O:2].[OH-].[Na+].[Cl-].[CH2:23]([N+:41]([CH3:44])([CH3:43])[CH3:42])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40]>CC(C)=O>[CH2:23]([N+:41]([CH3:44])([CH3:42])[CH3:43])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40].[C:1]([C:4]1[CH:5]=[N:6][N:7]([C:12]2[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([Cl:19])[CH:13]=2)[C:8]=1[C:9]([NH-:11])=[O:10])([OH:3])=[O:2]

Participants

5

Reactant 3

HCID 8155Stearyltrimethylammonium chlorideHCID 14798Sodium HydroxideHCID 1638961H-Pyrazole-4-carboxylic acid, 5-(aminocarbonyl)-1-(3,5-dichlorophenyl)-

Product 1

HCID 178442906HCID 178442906, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Five g of the compound of Example 2 was slurried in 100 ml of 50% aqueous acetone, 0.67 g of sodium hydroxide was added, and the mixture was warmed and stirred for 15 minutes. Then 10.6 g of octadecyl-trimethylammonium chloride, 50% solution, was added and the mixture was stirred overnight. It was then extracted with 100 ml of ethyla acetate, and the organic layer was washed with brine and dried with sodium sulfate and phase separation paper. The extract was then evaporated under vacuum to obtain 9.95 g of the desired product, m.p. 141°-144°. It was identified by elemental and nuclear magnetic resonance analysis.

Workup

  1. temperaturethe mixture was warmed
  2. stirringthe mixture was stirred overnight
  3. extractionIt was then extracted with 100 ml of ethyla acetate
  4. washthe organic layer was washed with brine
  5. dry with materialdried with sodium sulfate and phase separation paper
  6. customThe extract was then evaporated under vacuum

Sources & evidence

ORD record
ord-ae35fc23dc3e41dcb3920a8c0943b097
Source dataset
uspto-grants-1989_01
Patent number
US04801326

Linked notes

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