2,4-Dichloroaniline → HCID 56659827, compound

HRID 2264259Notes

Reaction equation

HRID 2264259 reaction equation
[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:3]=1[NH2:4].C1(S([N:19]2[C:23]3=[N:24][CH:25]=[CH:26][CH:27]=[C:22]3[C:21]([C:28]3[CH:33]=[CH:32][N:31]=[C:30](Cl)[N:29]=3)=[CH:20]2)(=O)=O)C=CC=CC=1>>[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:3]=1[NH:4][C:30]1[N:29]=[C:28]([C:21]2[C:22]3[C:23](=[N:24][CH:25]=[CH:26][CH:27]=3)[NH:19][CH:20]=2)[CH:33]=[CH:32][N:31]=1

Participants

3

Reactant 2

HCID 111232,4-DichloroanilineHCID 59596028HCID 59596028, compound

Product 1

HCID 56659827HCID 56659827, compoundYield 49%

Procedure

Using the procedure of example 1, 2,4-dichloroaniline (131 mg) was reacted with compound 1f (100 mg) to provide compound 36 (47 mg, 49%). 1H NMR (400 MHz, CD3OD) δ 8.69 (d, J=8.0 Hz, 1H), 8.33 (d, J=4.8 Hz, 1H), 8.26 (d, J=5.6 Hz, 1H), 8.23 (s, 1H), 8.20 (d, J=8.0 Hz, 1H), 7.57 (s, 1H), 7.36 (d, J=5.6 Hz, 1H), 7.30 (d, J=8.0 Hz, 1H), 7.18 (dd, J=8.0 Hz, 4.8 Hz, 1H). MS (ESI) m/z: 356 (M+H)+.

Sources & evidence

ORD record
ord-250bbede84c34c138e51d79592992098
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

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