2-Bromoaniline → HCID 44416087, compound

HRID 2264251Notes

Reaction equation

HRID 2264251 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].C1(S([N:18]2[C:22]3=[N:23][CH:24]=[CH:25][CH:26]=[C:21]3[C:20]([C:27]3[CH:32]=[CH:31][N:30]=[C:29](Cl)[N:28]=3)=[CH:19]2)(=O)=O)C=CC=CC=1>>[Br:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][C:29]1[N:28]=[C:27]([C:20]2[C:21]3[C:22](=[N:23][CH:24]=[CH:25][CH:26]=3)[NH:18][CH:19]=2)[CH:32]=[CH:31][N:30]=1

Participants

3

Reactant 2

HCID 119922-BromoanilineHCID 59596028HCID 59596028, compound

Product 1

HCID 44416087HCID 44416087, compoundYield 23.3%

Procedure

Using the procedure of example 1, 2-bromoaniline (139 mg) was reacted with compound 1f (100 mg) to provide compound 28 (23 mg, 23%). 1H NMR (400 MHz, CD3OD) δ 8.67 (d, J=8.0 Hz, 1H), 8.30 (t, J=5.2 Hz, 1H), 8.25 (d, J=1.2 Hz, 1H), 8.24 (s, 1H), 8.15 (d, J=8.0 Hz, 1H), 7.67 (d, J=8.0 Hz, 1H), 7.41 (t, J=8.0 Hz, 1H), 7.26 (d, J=6.0 HZ, 1H), 7.15 (dd, J=7.8 Hz, 4.8 Hz, 1H), 7.08 (t, J=7.8 Hz, 1H). MS (ESI) m/z: 366 (M+H)+.

Sources & evidence

ORD record
ord-904adda0303e4d1294c0c7cb62e95660
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

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