2-Amino-5-chlorobenzophenone → 2,3-Dihydro-benzofuran-6-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide

HRID 18875

Reaction equation

HRID 18875 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10].[O:17]1[C:21]2[CH:22]=[C:23]([S:26](Cl)(=[O:28])=[O:27])[CH:24]=[CH:25][C:20]=2[CH2:19][CH2:18]1>>[C:9]([C:3]1[CH:4]=[C:5]([Cl:8])[CH:6]=[CH:7][C:2]=1[NH:1][S:26]([C:23]1[CH:24]=[CH:25][C:20]2[CH2:19][CH2:18][O:17][C:21]=2[CH:22]=1)(=[O:27])=[O:28])(=[O:10])[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 128702-Amino-5-chlorobenzophenoneHCID 211073762,3-Dihydro-1-benzofuran-6-sulfonyl chloride

Product 1

HCID 114754882,3-Dihydro-benzofuran-6-sulfonic acid (2-benzoyl-4-chloro-phenyl)-amide

Procedure

The title compound was prepared according to the general procedure for the synthesis of N-Aryl-benzenesulfonamides previously described using 115 mg of (2-amino-5-chloro-phenyl)-phenyl-methanone and 109 mg of 2,3-dihydro-benzofuran-6-sulfonyl chloride. 1H-NMR (400 MHz, CDCl3): δ 2.80 (t, 2H, J=8.8 Hz), 4.42 (t, 2H, J=9.2 Hz), 6.57 (d, 1H, J=8.4 Hz), 7.35 (m, 3H), 7.43 (m, 3H), 7.48 (dd, 1H, J=8.4 Hz, 2.4 Hz), 7.6 (m, 1H), 7.74 (d, 1H, J=8.8 Hz), 9.48 (s, 1H). MS: m/z 414.9 (M++1).

Sources & evidence

ORD record
ord-7e76bc5f2b61408a883228289d93df7c
Source dataset
uspto-grants-2010_06
Patent number
US07741519B2

Linked notes

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