Phenylboronic Acid → 3-Phenylbenzenesulfonamide

反応式

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

参加物

反応物 2

HCID 66827Phenylboronic Acid

HCID 27347653-Bromobenzene-1-sulfonamide

生成物 1

HCID 186173423-Phenylbenzenesulfonamide収率 66.4%

実験手順

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).

後処理

customPurification by flash chromatography on SiO2 with CH2Cl2

出典と根拠

ORDレコード: ord-3d5f8e1ec5244c0ea4429437ce46a5d5
出典データセット: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07956216B2

反応ノート

読み込み中…

参加物