2-Chloroaniline → HCID 44416064, compound

HRID 2264244Notes

Reaction equation

HRID 2264244 reaction equation
[Cl: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>>[Cl: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 72402-ChloroanilineHCID 59596028HCID 59596028, compound

Product 1

HCID 44416064HCID 44416064, compoundYield 20%

Procedure

Using the procedure of example 1, 2-chloro-aniline (103 mg) was reacted with compound 1f (100 mg) to provide compound 12 (17 mg, 20%). 1H NMR (400 MHz, CD3OD) δ 8.75 (d, J=7.6 Hz, 1H), 8.39 (d, J=8.4 Hz, 1H), 8.36 (d, J=5.2 Hz, 1H), 8.30 (d, J=4.8 Hz, 1H), 8.20 (s, 1H), 7.49 (d, J=7.6 Hz, 1H), 7.38 (t, J=8.0 Hz, 1H), 7.25 (d, J=5.2 Hz, 1H), 7.22 (dd, J=7.6 Hz, 4.8 Hz, 1H), 7.12 (t, J=7.6 Hz, 1H). MS (ESI) m/z 322: (M+H)+.

Sources & evidence

ORD record
ord-400c997a939240d58390ab964348e139
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

Loading…