4-Iodobenzoyl chloride → HCID 68861098, compound

HRID 333124

Reaction equation

HRID 333124 reaction equation
[NH2:1][C:2]1[S:6][C:5]([S:7]([NH2:10])(=[O:9])=[O:8])=[N:4][N:3]=1.[I:11][C:12]1[CH:20]=[CH:19][C:15]([C:16](Cl)=[O:17])=[CH:14][CH:13]=1>N1C=CC=CC=1>[I:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([NH:1][C:2]2[S:6][C:5]([S:7](=[O:9])(=[O:8])[NH2:10])=[N:4][N:3]=2)=[O:17])=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 743734-Iodobenzoyl chlorideHCID 847245-Amino-1,3,4-thiadiazole-2-sulfonamide

Product 1

HCID 68861098HCID 68861098, compoundYield 13.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 5-amino-1,3,4-thiadiazole-2-sulfonamide (0.133 g, 0.50 mmol) in pyridine (5.0 mL) was added 4-iodobenzoyl chloride (0.162 g, 0.75 mmol). The reaction mixture was stirred at room temperature for overnight under nitrogen. Solvent was concentrated and water (60 mL) was added the mixture. The precipitated sulfonamide was filtered and dried over vacuum to give desired compound (27.3 mg, 13%) as a white solid.

Workup

  1. concentrationSolvent was concentrated
  2. additionwater (60 mL) was added the mixture
  3. filtrationThe precipitated sulfonamide was filtered
  4. customdried over vacuum

Sources & evidence

ORD record
ord-250ae31a92204fd3b323f242a4f44623
Source dataset
uspto-grants-2014_11
Patent number
US08877970B2

Linked notes

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