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

HRID 2168337Notes

Reaction equation

HRID 2168337 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-5fcf5885f55b407ab361343770e4abb0
Source dataset
uspto-grants-2015_06
Patent number
US09045420B2

Reaction notes

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