4-Methylphenyl isocyanate → N-[[(4-methylphenyl)amino]carbonyl]-2-benzofuransulfonamide

HRID 1681207Notes

Reaction equation

HRID 1681207 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[S:10]([NH2:13])(=[O:12])=[O:11].[CH3:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]=[C:22]=[O:23])=[CH:17][CH:16]=1>>[CH3:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:13][S:10]([C:2]2[O:1][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[CH:3]=2)(=[O:11])=[O:12])=[O:23])=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 693254-Methylphenyl isocyanateHCID 107504321-Benzofuran-2-Sulfonamide

Product 1

HCID 21708724N-[[(4-methylphenyl)amino]carbonyl]-2-benzofuransulfonamideYield 63.7%

Procedure

2-Benzofuransulfonamide (7.6 mmol), prepared as described in Example 1, was reacted with 4-methylphenylisocyanate (7.6 mmol) as described in Method A to obtain 1.6 g of the title product as a solid. 1H NMR (CD3SOCD3): δ8.91 (s, 1 H), 7.87 (d, J =8 Hz, 1 H), 7.81 (s, 1 H), 7.76 (d, J =8 Hz, 1 H), 7.57 (dd, J =8, 8 Hz, 1 H), 7.42 (dd, J =8, 8 Hz, 1 H), 7.28 (d, J =9 Hz, 2 H), 7.07 (d, J =9 Hz, 2 H), 2.23 (s, 3 H). Analysis for C16H14N2O4S:

Sources & evidence

ORD record
ord-df77cf42a76042e998ec73643d010417
Source dataset
uspto-grants-1992_12
Patent number
US05169860

Reaction notes

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