HCID 22282500, compound → 4-(2-Methylsulfonylphenyl)aniline

HRID 1062656Notes

Reaction equation

HRID 1062656 reaction equation
C(OC([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[S:21]([CH3:24])(=[O:23])=[O:22])=[CH:11][CH:10]=1)=O)(C)(C)C>Cl.O1CCOCC1>[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[S:21]([CH3:24])(=[O:23])=[O:22])=[CH:11][CH:10]=1

Participants

4

Reactant 1

HCID 22282500HCID 22282500, compound

Product 1

HCID 108005164-(2-Methylsulfonylphenyl)anilineYield 114.8%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

4-(t-butoxycarbonyl)amino-2′-methylsulfonyl-[1,1′]biphenyl (4.6 g, 13 mmol), was suspended in 100 mL of 4M HCl in dioxane and stirred 2.5 days. The resulting mixture was filtered and the cake rinsed with Et2O to yield a tan solid (3.69 g, 98%). 1H NMR (DMSO-d6) δ: 8.04 (d, 1H), 7.71 (t, 1H), 7.61 (t, 1H), 7.31 (m, 3H), 7.06 (m, 2H), 2.79 (s, 3H).

Workup

  1. filtrationThe resulting mixture was filtered
  2. washthe cake rinsed with Et2O

Sources & evidence

ORD record
ord-76430c068f6d4402a0da3177cbdce4f2
Source dataset
uspto-grants-2005_11
Patent number
US06962935B2

Reaction notes

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