Formic Acid → HCID 15278740, compound

HRID 1459287Notes

Reaction equation

HRID 1459287 reaction equation
[CH:1]([OH:3])=O.C(OC(=O)C)(=O)C.[NH2:11][C:12]1[CH:13]=[CH:14][C:15]([S:26]([CH2:29][CH3:30])(=[O:28])=[O:27])=[C:16]([S:18]([NH:21][C:22]([CH3:25])([CH3:24])[CH3:23])(=[O:20])=[O:19])[CH:17]=1>CN(C=O)C>[C:22]([NH:21][S:18]([C:16]1[CH:17]=[C:12]([NH:11][CH:1]=[O:3])[CH:13]=[CH:14][C:15]=1[S:26]([CH2:29][CH3:30])(=[O:28])=[O:27])(=[O:19])=[O:20])([CH3:25])([CH3:24])[CH3:23]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 15278739HCID 15278739, compound

Product 1

HCID 15278740HCID 15278740, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

0.82 ml of formic acid is added dropwise to 1.85 ml of acetic anhydride. After the mixture has been stirred at 50° C. for 2 hours, a solution of 2.5 g of 5-amino-N-tert-butyl-2-ethylsulfonylbenzenesulfonamide in 10 ml of DMF is added dropwise at room temperature. This mixture is first stirred at 50° C. for 3 hours and then concentrated under a high vacuum. The residue is taken up in water and the mixture is extracted with ethyl acetate. After the organic phase been dried over magnesium sulfate, the solvent is distilled off. The residue (3.0 g) contains the desired product and is of adequate purity for further reactions.

Workup

  1. stirringThis mixture is first stirred at 50° C. for 3 hours
  2. concentrationconcentrated under a high vacuum
  3. extractionthe mixture is extracted with ethyl acetate
  4. dry with materialAfter the organic phase been dried over magnesium sulfate
  5. distillationthe solvent is distilled off

Sources & evidence

ORD record
ord-a39fa4ca64cb426182f6fdee5f4d4854
Source dataset
uspto-grants-1998_12
Patent number
US05854179

Reaction notes

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