Dimethylformamide dimethyl acetal → HCID 66850297, compound

HRID 1515446Notes

Reaction equation

HRID 1515446 reaction equation
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([C:16](=[O:24])[C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)=[CH:12][C:11]=1[S:25]([NH2:28])(=[O:27])=[O:26]>C(#N)C>[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([C:16](=[O:24])[C:17]2[CH:18]=[CH:19][C:20]([OH:23])=[CH:21][CH:22]=2)=[CH:12][C:11]=1[S:25]([N:28]=[CH:3][N:4]([CH3:5])[CH3:6])(=[O:27])=[O:26]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 44235739HCID 44235739, compound

Product 1

HCID 66850297HCID 66850297, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of N,N,-dimethylformamide dimethyl acetal (1.2 g, 10.1 mmol) in acetonitrile (10 mL) is slowly added to a solution of 2-chloro-5-(4-hydroxy-benzoyl)-benzenesulfonamide (2.61 g, 8.4 mmol) in acetonitrile (10 mL). The reaction is allowed to stir for 5 hours at ambient temperature. Volatiles were removed in vacuo. The residue is partitioned between ethyl acetate and water, the organic layer is separated and the solvent is removed in vacuo, affording 2.5 g (81% yield) of the title compound which is carried on directly in the next step.

Workup

  1. customVolatiles were removed in vacuo
  2. customThe residue is partitioned between ethyl acetate and water
  3. customthe organic layer is separated
  4. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-766ecb42635f49cf8dde0da5d6c8dc34
Source dataset
uspto-grants-2012_07
Patent number
US08222424B2

Reaction notes

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