Dimethylformamide dimethyl acetal → HCID 67766585, compound

HRID 37610Notes

Reaction equation

HRID 37610 reaction equation
[CH:1]([C:4]1[S:5][C:6]([CH2:17][C:18]([O:20][CH3:21])=[O:19])=[C:7](/[CH:9]=[CH:10]/[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]=1)([CH3:3])[CH3:2].CO[CH:24](OC)[N:25]([CH3:27])[CH3:26]>>[CH3:24][N:25]([CH:27]=[C:17]([C:6]1[S:5][C:4]([CH:1]([CH3:3])[CH3:2])=[N:8][C:7]=1/[CH:9]=[CH:10]/[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:18]([O:20][CH3:21])=[O:19])[CH3:26]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 22416955HCID 22416955, compound

Product 1

HCID 67766585HCID 67766585, compound

Conditions

Temperature
50 °C

Procedure

A mixture of 3.1 g of the product of Step E and 30 ml of dimethylformamide dimethyl acetal was heated to 50° C. and after 5 hours at this temperature, the mixture was allowed to return to 20° to 25° C. The mixture was stirred for 16 hours and then was brought to dryness. The residue was chromatographed on silica, eluting with a hexane--ethyl acetate mixture (8-2) to obtain after evaporation of the solvents, 2 g of the desired product. Thin layer chromatography; Rf=0.15 [eluant: hexane--ethyl acetate (8-2)].

Workup

  1. customto return to 20° to 25° C
  2. customThe residue was chromatographed on silica
  3. washeluting with a hexane
  4. customethyl acetate mixture (8-2) to obtain
  5. customafter evaporation of the solvents, 2 g of the desired product

Sources & evidence

ORD record
ord-0db133f49732439e9a70aec93d15cf65
Source dataset
uspto-grants-1995_05
Patent number
US05420340

Reaction notes

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