Phenylboronic Acid → 91569-33-4

HRID 2421652Notes

Reaction equation

HRID 2421652 reaction equation
Br[C:2]1[CH:3]=[C:4]([S:8]([NH2:11])(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[C:12]1(B(O)O)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[C:12]1([C:2]2[CH:3]=[C:4]([S:8]([NH2:11])(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 27347653-Bromobenzene-1-sulfonamide

Product 1

HCID 1861734291569-33-4Yield 66.4%

Procedure

Using preparation method 2, 3-bromobenzenesulfonamide (236 mg, 1 mmol) was reacted with phenylboronic acid (134 mg, 1.1 mmol). Purification by flash chromatography on SiO2 with CH2Cl2 gave 3-phenylbenzenesulfonamide as an off-white crystalline solid (155 mg, 66%). NMR 1H (ppm, d6-DMSO): 8.11 (s, 1H), 7.84 (d, J3=7.8 Hz, 1H), 7.70 (d, J3=7.8 Hz, 1H), 7.56-7.53 (m, 2H), 7.48 (t, J3=7.8 Hz, 1H), 7.43-7.34 (m, 3H), 5.10 (br. s, 2H).

Workup

  1. customPurification by flash chromatography on SiO2 with CH2Cl2

Sources & evidence

ORD record
ord-3d5f8e1ec5244c0ea4429437ce46a5d5
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

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