Ethanol → N7-(2-Morpholin-4-ylethyl)-1-benzofuran-5,7-diamine

HRID 1162001Notes

Reaction equation

HRID 1162001 reaction equation
[N:1]1([CH2:7][CH2:8][NH:9][C:10]2[C:18]3[O:17][CH:16]=[CH:15][C:14]=3[CH:13]=[C:12]([N+:19]([O-])=O)[CH:11]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(O)C.O.NN>C1COCC1.[Ni]>[N:1]1([CH2:7][CH2:8][NH:9][C:10]2[C:18]3[O:17][CH:16]=[CH:15][C:14]=3[CH:13]=[C:12]([NH2:19])[CH:11]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 66893941HCID 66893941, compound2×

Product 1

HCID 86058078N7-(2-Morpholin-4-ylethyl)-1-benzofuran-5,7-diamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

(2-Morpholin-4-ylethyl)(5-nitro-1-benzofuran-7-yl)amine (450 mg, 1.545 mmol; Intermediate 27) was dissolved in THF (5 mL). After addition of ethanol (100 mL), Raney-nickel (cat.) and hydrazine hydrate (2 mL), the mixture was left stirring at room temperature for 2 h. The product was used directly in the subsequent reaction after filtration through Celite and evaporation of solvent.

Workup

  1. waitthe mixture was left
  2. customThe product was used directly in the subsequent reaction
  3. filtrationafter filtration
  4. customthrough Celite and evaporation of solvent

Sources & evidence

ORD record
ord-0f165c00b7cd496896c1e4dd1ff174f4
Source dataset
uspto-grants-2010_10
Patent number
US07820675B2

Reaction notes

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