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

HRID 2273716Notes

Reaction equation

HRID 2273716 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-954c8c4d0f314d9cbd109df718f9aa2c
Source dataset
uspto-grants-2015_09
Patent number
US09125913B2

Reaction notes

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