Dimethylamine → HCID 57713885, compound

HRID 1984047Notes

Reaction equation

HRID 1984047 reaction equation
Cl[S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[NH:14][CH3:15])[C:8]([OH:10])=[O:9])(=[O:4])=[O:3].C(OCC)(=O)C.[CH3:22][NH:23][CH3:24]>>[CH3:22][N:23]([CH3:24])[S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[NH:14][CH3:15])[C:8]([OH:10])=[O:9])(=[O:4])=[O:3]

Participants

4

Reactant 3

HCID 674DimethylamineHCID 8857Ethyl AcetateHCID 57713890HCID 57713890, compound

Product 1

HCID 57713885HCID 57713885, compoundYield 92%

Procedure

3-(Chlorosulfonyl)-4-(methylamino)benzoic acid (1.2, 0.515 g, 2.06 mmol) was dissolved in ethyl acetate (8 mL, 0.08 mol). Dimethylamine (0.4 mL, 0.008 mol) was added next. The reaction was left to stir for 4 hours. The reaction was extracted with 0.5 M HCl, washed with water and brine, and the organic layer dried over magnesium sulfate. The ethyl acetate was evaporated and the crude product 1.3.Af was obtained in 92% yield. MS analysis (m−1)=257.

Workup

  1. waitThe reaction was left
  2. extractionThe reaction was extracted with 0.5 M HCl
  3. washwashed with water and brine
  4. dry with materialthe organic layer dried over magnesium sulfate
  5. customThe ethyl acetate was evaporated
  6. customwas obtained in 92% yield

Sources & evidence

ORD record
ord-594541c22e49437db4f254a9f996dd28
Source dataset
uspto-grants-2009_06
Patent number
US07544676B2

Reaction notes

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