4-Toluenesulfonyl chloride → HCID 70975995, compound

HRID 535520Notes

Reaction equation

HRID 535520 reaction equation
[NH2:1][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[O:13])[N:5]([NH:14][C:15](=[O:24])[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)[N:4]=1.[CH3:25][C:26]1[CH:31]=[CH:30][C:29]([S:32](Cl)(=[O:34])=[O:33])=[CH:28][CH:27]=1>>[Cl:23][C:20]1[CH:19]=[CH:18][C:17]([CH2:16][C:15]([NH:14][N:5]2[N:4]=[C:3]([CH2:2][NH:1][S:32]([C:29]3[CH:30]=[CH:31][C:26]([CH3:25])=[CH:27][CH:28]=3)(=[O:34])=[O:33])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]2=[O:13])=[O:24])=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 70976268HCID 70976268, compound

Product 1

HCID 70975995HCID 70975995, compound

Procedure

The product from Example 42 and 4-methylbenzene-1-sulfonyl chloride were processed using a method similar to that described in Example 4C to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.53-11.64 (bs, 1H), 8.19-8.33 (bs, 1H), 8.23 (ddd, J=7.8, 1.5, 0.6 Hz, 1H), 8.06 (ddd, J=8.1, 1.4, 0.7 Hz, 1H), 7.95 (ddd, J=8.0, 7.2, 1.5 Hz, 1H), 7.87 (ddd, J=7.9, 7.2, 1.3 Hz, 1H), 7.57-7.61 (m, 2H), 7.33-7.49 (m, 4H), 7.21-7.25 (m, 2H), 4.22-4.24 (m, 2H), 3.69 (s, 2H), 2.31 (s, 3H); MS (ESI+) M/Z 497 (M+H)+.

Sources & evidence

ORD record
ord-812c4feca6424d6dac1fb1d0a4a4913b
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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