HCID 20552970, compound → HCID 20552972, compound

HRID 1446829Notes

Reaction equation

HRID 1446829 reaction equation
[NH2:1][C:2]1[C:7]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH:16](SC)[C:17]([N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1)=[O:18]>O1CCCC1.[Ni]>[NH2:1][C:2]1[C:7]([C:8](=[O:15])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:16][C:17]([N:19]1[CH2:20][CH2:21][O:22][CH2:23][CH2:24]1)=[O:18]

Participants

4

Reactant 1

HCID 20552970HCID 20552970, compound

Product 1

HCID 20552972HCID 20552972, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To an agitated solution of 18.5 g (0.05 mole) of 4-[2-(2-amino-3-benzoylphenyl)-2-(methylthio)acetyl]morpholine in 300 ml of tetrahydrofuran was added 150 g of wet Raney nickel. After 15 minutes the mixture was filtered and the filtrate concentrated under reduced pressure. After recrystallization of the residue from isopropyl alcohol, there was obtained 13.3 g (82%) of bright yellow crystals, m.p. 156.5°-158.5° C.

Workup

  1. filtrationAfter 15 minutes the mixture was filtered
  2. concentrationthe filtrate concentrated under reduced pressure
  3. customAfter recrystallization of the residue from isopropyl alcohol

Sources & evidence

ORD record
ord-84721d481867439588d64b16c4b797bb
Source dataset
uspto-grants-1982_02
Patent number
US04313949

Reaction notes

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