O-Methylhydroxylamine → HCID 136346843, compound

HRID 1840422Notes

Reaction equation

[CH3:1][N:2]([CH3:26])[CH2:3][CH2:4][NH:5][C:6]1[C:18]2[C:17](=O)[C:16]3[CH:15]=[N:14][CH:13]=[CH:12][C:11]=3[C:10]=2[C:9]2[CH:20]=[CH:21][C:22]([OH:25])=[C:23]([CH3:24])[C:8]=2[N:7]=1.[CH3:27][O:28][NH2:29]>>[CH3:27][O:28][N:29]=[C:17]1[C:18]2[C:6]([NH:5][CH2:4][CH2:3][N:2]([CH3:26])[CH3:1])=[N:7][C:8]3[C:23]([CH3:24])=[C:22]([OH:25])[CH:21]=[CH:20][C:9]=3[C:10]=2[C:11]2[CH:12]=[CH:13][N:14]=[CH:15][C:16]1=2

Participants

Reactant 2

HCID 4113O-Methylhydroxylamine

HCID 135484467HCID 135484467, compound

Product 1

HCID 136346843HCID 136346843, compound

Procedure

This compound was prepared from the compound of 6-(2-dimethylamino-ethylamino)-3-hydroxy-4-methyl-5,9-diaza-benzo[c]fluoren-7-one (Example 46) and O-methylhydroxylamine in a similar manner to 52. The desired product was obtained as an orange powder. ESI−MS: m/z 378 (MH+); 1H-NMR (CDCl3): δ2.45 (6H, s), 2.56 (3H, s), 2.79 (2H, t, J=6 Hz), 3.86 (2H, quartet like, J=ca 6 Hz), 4.31 (3H, s), 6.78 (1H, d, J=9 Hz), 7.10 (1H, brt, J=ca 6 Hz), 7.72 (1H, d, J=9 Hz), 7.76 (1H, d, J=5 Hz), 8.66 (1H, d, J=5 Hz), 9.41 (1H, s).

Sources & evidence

ORD record: ord-fe8845dd99d14a4993a971f7d3ee76bb
Source dataset: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06680326B2

Reaction notes

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