Methanol → HCID 21394054, compound

HRID 460739Notes

Reaction equation

HRID 460739 reaction equation
[C:1]1([N:7]2[C:11](=[O:12])[CH:10]=[C:9]([NH2:13])[N:8]2[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:19](Cl)(=[O:35])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34].[Cl-].[Al+3].[Cl-].[Cl-].CO>[N+](C1C=CC=CC=1)([O-])=O.O>[C:1]1([N:7]2[C:11](=[O:12])[CH:10]=[C:9]([NH:13][C:19](=[O:35])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[N:8]2[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

7

Reactant 4

HCID 887MethanolHCID 8206Palmitoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 21394046HCID 21394046, compound2×

Product 1

HCID 21394054HCID 21394054, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 7416NitrobenzeneSolvent

Procedure

24.7 g (0.1 mole) of 1-phenyl-2-ethoxycarbonyl-3-amino-3-pyrazolin-5-one (compound 2) and 30.2 g (0.11 mole) of palmitoylchloride are dissolved consecutively in a solution of 13.3 g (0.1 mole) of anhydrous aluminium chloride in 100 ml of nitrobenzene. The mixture is stirred for 1 h at room temperature and poured out in 500 ml of water. The precipitate is stirred with methanol, filtered off, and recrystallized from ethanol.

Workup

  1. filtrationfiltered off
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-08215d529d61452790d81dd8bbb79616
Source dataset
uspto-grants-1977_12
Patent number
US04061498

Reaction notes

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