4-Chloroaniline → HCID 15952399, compound

HRID 2264243Notes

Reaction equation

HRID 2264243 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.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][C:5]([NH:6][C:29]2[N:28]=[C:27]([C:20]3[C:21]4[C:22](=[N:23][CH:24]=[CH:25][CH:26]=4)[NH:18][CH:19]=3)[CH:32]=[CH:31][N:30]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 78124-ChloroanilineHCID 59596028HCID 59596028, compound

Product 1

HCID 15952399HCID 15952399, compoundYield 28%

Procedure

Using the procedure of example 1, 4-chloro-aniline (103 mg) was reacted with compound 1f (100 mg) to provide compound 11 (24 mg, 28%). 1H NMR (400 MHz, CD3OD) δ 8.82 (d, J=8.0 Hz, 1H), 8.32 (d, J=5.6 Hz, 1H), 8.30 (d, J=4.8 Hz, 1H), 8.14 (s, 1H), 7.69 (d, J=8.8 Hz, 2H), 7.33 (d, J=8.8 Hz, 2H), 7.24 (dd, J=8.0 Hz, 4.8 Hz, 1H), 7.16 (d, J=4.8 Hz, 1H). MS (ESI) m/z: 322 (M+H)+.

Sources & evidence

ORD record
ord-b9feb2a17a2f406180c5c9d22ae86253
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

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