2-Methyl-4-methoxyaniline → HCID 58692241, compound

HRID 2264250Notes

Reaction equation

HRID 2264250 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[C:5]([CH3:10])[CH:4]=1.C1(S([N:20]2[C:24]3=[N:25][CH:26]=[CH:27][CH:28]=[C:23]3[C:22]([C:29]3[CH:34]=[CH:33][N:32]=[C:31](Cl)[N:30]=3)=[CH:21]2)(=O)=O)C=CC=CC=1>>[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH:7][C:31]2[N:30]=[C:29]([C:22]3[C:23]4[C:24](=[N:25][CH:26]=[CH:27][CH:28]=4)[NH:20][CH:21]=3)[CH:34]=[CH:33][N:32]=2)=[C:5]([CH3:10])[CH:4]=1

Participants

3

Reactant 2

HCID 76102-Methyl-4-methoxyanilineHCID 59596028HCID 59596028, compound

Product 1

HCID 58692241HCID 58692241, compoundYield 20.1%

Procedure

Using the procedure of example 1, 4-methoxy-2-methylaniline, (111 mg) was reacted with compound 1f (100 mg) to provide compound 27 (18 mg, 20%). 1H NMR (400 MHz, CD3OD) δ 8.48 (d, J=7.2 Hz, 1H), 8.20 (d, J=4.8 Hz, 1H), 8.17 (s, 1H), 8.15 (d, J=5.2 Hz, 1H), 7.31 (d, J=8.4 Hz, 1H), 7.10 (d, J=5.6 Hz, 1H), 7.03 (m, 1H), 6.90 (s, 1H), 6.84 (d, J=8.4 Hz, 1H), 3.84 (s, 3H), 2.26 (s, 3H). MS (ESI) m/z: 332 (M+H)+.

Sources & evidence

ORD record
ord-a60f7dc08d174cddba3d833cf9b45e8e
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

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