Benzoyl chloride → HCID 21394042, compound

HRID 460740Notes

Reaction equation

HRID 460740 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10]1([N:16]2[C:20](=[O:21])[CH:19]=[C:18]([NH2:22])[N:17]2[C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[N+](C1C=CC=CC=1)([O-])=O.[Cl-].[Al+3].[Cl-].[Cl-]>C(#N)C.O>[C:10]1([N:16]2[C:20](=[O:21])[CH:19]=[C:18]([NH:22][C:1](=[O:8])[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[N:17]2[C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

7

Reactant 4

HCID 7412Benzoyl chlorideHCID 7416NitrobenzeneHCID 6451240Aluminum(III) ChlorideHCID 21394046HCID 21394046, compound2×

Product 1

HCID 21394042HCID 21394042, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

15.4 g (0.11 mole) of benzoyl chloride are added at room temperature to a solution of 24.7 g (0.1 mole) of 1-phenyl-2-ethoxycarbonyl-3-amino-3-pyrazolin-5-one (compound 2),3 ml of nitrobenzene, and 26.7 g (0.2 mole) of anhydrous aluminium chloride in 100 ml of acetonitrile. The solution is refluxed for 3 h and then poured out into water. The precipitate is filtered off, rinsed with water, dried, and recrystallized from acetonitrile.

Workup

  1. temperatureThe solution is refluxed for 3 h
  2. filtrationThe precipitate is filtered off
  3. washrinsed with water
  4. customdried
  5. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-87854984dfa4406197758c49d168a840
Source dataset
uspto-grants-1977_12
Patent number
US04061498

Reaction notes

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