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Iodine chloride → 5-Iodo-4-methyl-2-aminobenzenesulfonamide

HRID 1767665
Notes
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Reaction equation

HRID 1767665 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[C:4]([NH2:12])[CH:3]=1.[I:13]Cl>C(Cl)(Cl)Cl>[I:13][C:7]1[C:2]([CH3:1])=[CH:3][C:4]([NH2:12])=[C:5]([S:8]([NH2:11])(=[O:9])=[O:10])[CH:6]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 24640Iodine chlorideHCID 114365382-Amino-4-methylbenzenesulfonamide

Product 1

HCID 223240635-Iodo-4-methyl-2-aminobenzenesulfonamideYield 62.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Conditions

Temperature
0 °C

Procedure

A stirred suspension of 4-methyl-2-aminobenzenesulfonamide (620 mg; 3.3 mmol) in CHCl3 (7 ml) at 0° C. was added a solution of iodine monochloride (1.6 g; 9.9 mmol) in CHCl3 (7 ml). The reaction mixture was stirred at 0° C. until H-NMR indicated full conversion of starting material. The reaction mixture was filtered and the isolated solid washed with small volumes of CHCl3, NaHCO3 (sat. aq.), H2O and air dried to give 640 mg (62%) of product.

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Workup

  1. filtrationThe reaction mixture was filtered
  2. washthe isolated solid washed with small volumes of CHCl3, NaHCO3 (sat. aq.), H2O and air
  3. customdried

Sources & evidence

ORD record
ord-eaec7a9510814141b8cd7f26a8ff4623
Source dataset
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07235548B2

Reaction notes

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