HCID 20552958, compound → HCID 70542001, compound

HRID 1446830Notes

Reaction equation

HRID 1446830 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]([NH:19][CH3:20])=[O:18]>O1CCCC1.[Ni]>[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[CH2:16][C:17]([NH:19][CH3:20])=[O:18]

Participants

4

Reactant 1

HCID 20552958HCID 20552958, compound

Product 1

HCID 70542001HCID 70542001, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 22.5 g (0.072 mol) of 2-amino-3-benzoyl-α-(methylthio)-N-methylphenylacetamide in 400 ml of tetrahydrofuran was treated with 160 g of wet Raney nickel (washed 3 times with water and 3 times with tetrahydrofuran) for 10 minutes. The mixture was filtered and the filtrate was concentrated. The residue was crystallized from isopropyl alcohol to give 17.2 g (89%) of yellow needles, m.p. 145°-146° C.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. customThe residue was crystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-61870cab486b429da7764d0a2d31b4d8
Source dataset
uspto-grants-1982_02
Patent number
US04313949

Reaction notes

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