3,4,5-Trimethoxyaniline → HCID 24860829, compound

HRID 2264234Notes

Reaction equation

HRID 2264234 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[C:8]([O:12][CH3:13])[C:9]=1[O:10][CH3:11])[NH2:6].C1(S([N:23]2[C:27]3=[N:28][CH:29]=[CH:30][CH:31]=[C:26]3[C:25]([C:32]3[CH:37]=[CH:36][N:35]=[C:34](Cl)[N:33]=3)=[CH:24]2)(=O)=O)C=CC=CC=1>>[NH:23]1[C:27]2=[N:28][CH:29]=[CH:30][CH:31]=[C:26]2[C:25]([C:32]2[CH:37]=[CH:36][N:35]=[C:34]([NH:6][C:5]3[CH:7]=[C:8]([O:12][CH3:13])[C:9]([O:10][CH3:11])=[C:3]([O:2][CH3:1])[CH:4]=3)[N:33]=2)=[CH:24]1

Participants

3

Reactant 2

HCID 322853,4,5-TrimethoxyanilineHCID 59596028HCID 59596028, compound

Product 1

HCID 24860829HCID 24860829, compoundYield 34.4%

Procedure

Using the procedure of example 1, 3,4,5-trimethoxyaniline (158 mg) was reacted with compound 1f (100 mg) to provide compound 2 (35 mg, 34%). 1H NMR (400 MHz, CD3OD) δ 8.82 (d, J=8.0 Hz, 1H), 8.33 (d, J=5.2 Hz, 1H), 8.31 (d, J=4.8 Hz, 1H), 8.11 (s, 1H), 7.48 (s, 2H), 7.22 (dd, J=8.0 Hz, 4.8 Hz, 1H), 7.12 (d, J=4.8 Hz, 1H), 3.86 (s, 9H). MS (ESI) m/z: 378 (M+H)+.

Sources & evidence

ORD record
ord-0f7c8bb368854a659c1541eef300bb75
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

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