Hydrochloric Acid → N-(4-(Aminosulphonyl)phenyl)acrylamide

HRID 2044998Notes

Reaction equation

HRID 2044998 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.N1C=CC=CC=1.[C:18](Cl)(=[O:21])[CH:19]=[CH2:20].Cl>O1CCOCC1>[S:8]([C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:18](=[O:21])[CH:19]=[CH2:20])=[CH:3][CH:4]=1)(=[O:9])(=[O:10])[NH2:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 5333SulfanilamideHCID 13140Acryloyl chloride

Product 1

HCID 75803N-(4-(Aminosulphonyl)phenyl)acrylamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-aminobenzenesulfonamide (1.00 g) and pyridine (1.41 mL) were added to 1,4-dioxane (30 mL). Acryloyl chloride (0.49 mL) was added dropwise and the solution was stirred for 3 hours at room temperature. 1M HCl was added, and the solution extracted with ethyl acetate. The extracts were dried using brine and anhydrous sodium sulfate and the solvent was removed to afford crude product of sufficient purity for subsequent use.

Workup

  1. extractionthe solution extracted with ethyl acetate
  2. customThe extracts were dried
  3. customthe solvent was removed
  4. customto afford crude product of sufficient purity for subsequent use

Sources & evidence

ORD record
ord-9ac21c6ac002459c8ab81b2bf1a97a69
Source dataset
uspto-grants-2013_11
Patent number
US08586754B2

Reaction notes

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