Dimethylformamide dimethyl acetal → HCID 67766901, compound

HRID 1464413Notes

Reaction equation

HRID 1464413 reaction equation
[Cl:1][C:2]1[S:3][C:4]([CH2:15][C:16]([O:18][CH3:19])=[O:17])=[C:5](/[CH:7]=[CH:8]/[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:6]=1.CO[CH:22](OC)[N:23]([CH3:25])[CH3:24]>>[Cl:1][C:2]1[S:3][C:4]([C:15](=[CH:22][N:23]([CH3:25])[CH3:24])[C:16]([O:18][CH3:19])=[O:17])=[C:5](/[CH:7]=[CH:8]/[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:6]=1

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 22416966HCID 22416966, compound

Product 1

HCID 67766901HCID 67766901, compound

Conditions

Temperature
50 °C

Procedure

A mixture of 5.9 g of the product of Step B and 55 ml of dimethylformamide dimethyl acetal was heated to 50° C. and after 4 hours at this temperature, the mixture was allowed to return to 25° C. The reaction mixture was evaporated to dryness and the residue was chromatographed on silica, eluting with a hexane-ethyl acetate mixture (7-3) to obtain 3.3 g of the desired product. Thin layer chromatography; Rf=0.18 [eluant: hexane-ethyl acetate (7-3)].

Workup

  1. customto return to 25° C
  2. customThe reaction mixture was evaporated to dryness
  3. customthe residue was chromatographed on silica
  4. washeluting with a hexane-ethyl acetate mixture (7-3)

Sources & evidence

ORD record
ord-d997ba3c14c2477a8d7d0b7093a3fa00
Source dataset
uspto-grants-1994_04
Patent number
US05304653

Reaction notes

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