Ethanol → HCID 18988723, compound

HRID 2396162Notes

Reaction equation

HRID 2396162 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:17]=[C:18]([N+:20]([O-])=O)[CH:19]=1)[C:7]([CH:9]1[CH2:16][CH2:15][CH2:14][CH2:13][NH:12][C:10]1=[O:11])=[O:8])([O-])=O.C(O)C.[H][H]>[Pd].C(Cl)Cl>[NH2:1][C:4]1[CH:5]=[C:6]([CH:17]=[C:18]([NH2:20])[CH:19]=1)[C:7]([CH:9]1[CH2:16][CH2:15][CH2:14][CH2:13][NH:12][C:10]1=[O:11])=[O:8]

Participants

6

Reactant 3

HCID 702EthanolHCID 18988728HCID 18988728, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 18988723HCID 18988723, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 3,5-dinitrobenzoyl caprolactam (2.00 g, 4.07 mmol), 0.08 g of 5 percent palladium on carbon and 30 ml of absolute ethanol is stirred with hydrogen under a pressure of 1 atmosphere at 10° C. When the theoretical quantity of hydrogen (0.024 mol) has been absorbed, the solution is filtered through celite. White crystals form when the filtrate is kept in a freezer, and the final product is obtained by recrystallization from CH2Cl2 to yield 65 percent of white crystals: mp 122°-124° C.

Workup

  1. filtrationthe solution is filtered through celite
  2. customWhite crystals form when the filtrate

Sources & evidence

ORD record
ord-25013235a48d43deaf0e672768777aec
Source dataset
uspto-grants-1996_02
Patent number
US05491200

Reaction notes

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