3-Methoxyaniline → HCID 15952398, compound

HRID 2264238Notes

Reaction equation

HRID 2264238 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([NH2:9])[CH:4]=1.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>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:9][C:30]2[N:29]=[C:28]([C:21]3[C:22]4[C:23](=[N:24][CH:25]=[CH:26][CH:27]=4)[NH:19][CH:20]=3)[CH:33]=[CH:32][N:31]=2)[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 108243-MethoxyanilineHCID 59596028HCID 59596028, compound

Product 1

HCID 15952398HCID 15952398, compoundYield 29.2%

Procedure

Using the procedure of example 1, m-anisidine (100 mg) was reacted with compound 1f (100 mg) to provide compound 6 (25 mg, 29%). 1H NMR (400 MHz, CD3OD) δ 8.84 (d, J=8.0 Hz, 1H), 8.33 (d, J=5.2 Hz, 1H), 8.31 (d, J=4.8 Hz, 1H), 8.12 (s, 1H), 7.48 (m, 1H), 7.30 (t, J=8.0 Hz, 1H), 7.23 (m, 2H), 7.13 (d, J=5.2 Hz, 1H), 6.68 (d, J=8.0 Hz, 1H), 3.86 (s, 3H). MS (ESI) m/z: 318 (M+H)+.

Sources & evidence

ORD record
ord-ad43f481fabb4e21a322d56b46e3733a
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

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