2-Methoxyaniline → HCID 44416017, compound

HRID 2264239Notes

Reaction equation

HRID 2264239 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH2:9])=[CH:5][CH:6]=[CH:7][CH:8]=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:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][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 70002-MethoxyanilineHCID 59596028HCID 59596028, compound

Product 1

HCID 44416017HCID 44416017, compoundYield 24%

Procedure

Using the procedure of example 1, o-anisidine (100 mg) was reacted with compound 1f (100 mg) to provide compound 7 (20 mg, 24%). 1H NMR (400 MHz, CD3OD) δ 8.81 (d, J=8.0 Hz, 1H), 8.40 (m, 1H), 8.33 (d, J=4.8 Hz, 1H), 8.30 (d, J=4.8 Hz, 1H), 8.20 (s, 1H), 7.23 (dd, J=8.0 Hz, 4.8 Hz, 1H), 7.20 (d, J=5.2 Hz, 1H), 7.08-7.01 (m, 3H), 3.97 (s, 3H). MS (ESI) m/z: 318 (M+H)+.

Sources & evidence

ORD record
ord-0c5c96e3af8547fbb6627819b9b8bce5
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

Loading…