Aniline → HCID 19901145, compound

HRID 1029797Notes

Reaction equation

HRID 1029797 reaction equation
[S:1]1[CH2:4][S:3][C:2]1=[C:5]([C:12](C(OOCC)=O)=[O:13])[C:6]([O:8][CH:9]([CH3:11])[CH3:10])=[O:7].[NH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(Cl)Cl>[S:3]1[CH2:4][S:1][C:2]1=[C:5]([C:12](=[O:13])[NH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:6]([O:8][CH:9]([CH3:10])[CH3:11])=[O:7]

Participants

4

Reactant 2

HCID 6115AnilineHCID 19901120HCID 19901120, compound

Product 1

HCID 19901145HCID 19901145, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of isopropyl 2-(1,3-dithietan-2-ylidene)-2-(ethoxycarboxycarbonyl)acetate (10 g) and aniline (3.6 ml) in methylene chloride (100 ml) was stirred at room temperature for 8 hrs. The reaction mixture was washed with 10% aqueous sodium hydroxide solution, dil-HCl and water and then evaporated to dryness. The residue solid was purified with ethyl acetate to give the titled compound as a white solid. (7.9 g, 78%).

Workup

  1. washThe reaction mixture was washed with 10% aqueous sodium hydroxide solution
  2. customdil-HCl and water and then evaporated to dryness
  3. customThe residue solid was purified with ethyl acetate

Sources & evidence

ORD record
ord-5d175d2983214d25be52a080b0dc3090
Source dataset
uspto-grants-1992_04
Patent number
US05103013

Reaction notes

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