Dimethylformamide dimethyl acetal → HCID 66863658, compound

HRID 1929280Notes

Reaction equation

HRID 1929280 reaction equation
[CH:1]1([C:4](=[O:21])[CH2:5][C:6]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[C:10]([NH:18][CH3:19])[C:9]=2[CH3:20])=[O:7])[CH2:3][CH2:2]1.CO[CH:24](OC)[N:25]([CH3:27])[CH3:26]>C(Cl)Cl>[CH:1]1([C:4](=[O:21])[C:5](=[CH:24][N:25]([CH3:27])[CH3:26])[C:6]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[C:10]([NH:18][CH3:19])[C:9]=2[CH3:20])=[O:7])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 66864657HCID 66864657, compound

Product 1

HCID 66863658HCID 66863658, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 1.58 g (5.1 mmol) of 1-cyclopropyl-3-(3-methylamino-2-methyl-4-methylsulfonylphenyl)propane-1,3-dione and 2.0 ml (15.3 mmol) of N,N-dimethyl formamide dimethyl acetal was stirred for 3 h at RT. The mixture was treated with 10 ml of CH2Cl2, stirred for 2 h at an oil-bath temperature of 50° C., left to stand overnight, stirred for 1 d at an oil-bath temperature of 50° C., and the solvent was removed in vacuo. The residue was purified by column chromatography on silica gel. This gave 0.85 g of product in 93% purity.

Workup

  1. waitleft
  2. waitto stand overnight
  3. stirringstirred for 1 d at an oil-bath temperature of 50° C.
  4. customthe solvent was removed in vacuo
  5. customThe residue was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-2af63c2de03f409ebb3e107cf129a48a
Source dataset
uspto-grants-2012_05
Patent number
US08188009B2

Reaction notes

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