N-Methylethylenediamine → 3-Methoxy-6-(2-methylamino-ethylamino)-5,9-diaza-benzo[c]fluoren-7-one

HRID 1840402Notes

Reaction equation

HRID 1840402 reaction equation
[CH3:1][N:2](C)[CH2:3][CH2:4][NH:5][C:6]1[C:18]2[C:17](=[O:19])[C:16]3C=CN=C[C:11]=3[C:10]=2[C:9]2[CH:20]=[CH:21][C:22]([O:24][CH3:25])=[CH:23][C:8]=2[N:7]=1.[CH3:27][NH:28][CH2:29][CH2:30]N>>[CH3:25][O:24][C:22]1[CH:21]=[CH:20][C:9]2[C:10]3[C:11]4[CH:30]=[CH:29][N:28]=[CH:27][C:16]=4[C:17](=[O:19])[C:18]=3[C:6]([NH:5][CH2:4][CH2:3][NH:2][CH3:1])=[N:7][C:8]=2[CH:23]=1

Participants

3

Reactant 2

HCID 8014N-MethylethylenediamineHCID 99462876-(2-Dimethylamino-ethylamino)-3-methoxy-5,10-diaza-benzo[c]-fluoren-7-one

Product 1

HCID 102685733-Methoxy-6-(2-methylamino-ethylamino)-5,9-diaza-benzo[c]fluoren-7-one

Procedure

This compound was prepared from the compound of Example 1c-2 and N-methylethylenediamine. The desired product was obtained as a red solid. EI−MS: m/z 334 (M+); 1H-NMR (CDCl3): δ2.51 (3H, s), 2.94 (2H, t, J=6 Hz), 3.82 (2H, d, J=6 Hz), 3.97 (3H, s), 6.98 (1H, dd, J=9 Hz, 2.5 Hz), 7.10 (1H, d, J=2.5 Hz), 7.88 (1H, dd, J=5 Hz, 1 Hz), 8.05 (1H, d, J=9 Hz), 8.84 (1H, d, 5 Hz), 8.87 (1H, d, J=1 Hz).

Sources & evidence

ORD record
ord-ad6996fd21fa4c489caa1ef84ee06303
Source dataset
uspto-grants-2004_01
Patent number
US06680326B2

Reaction notes

Loading…