Sodium Hydroxide → HCID 135838175, compound

HRID 1377055Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:14]=[CH:13][C:12]3[N:11]=[C:10]([NH:15]C(=O)C(C)(C)C)[NH:9][C:8](=[O:22])[C:7]=3[C:6]=2[CH:23]=1.[OH-].[Na+]>>[NH2:15][C:10]1[NH:9][C:8](=[O:22])[C:7]2[C:6]3[CH:23]=[C:2]([NH2:1])[CH:3]=[CH:4][C:5]=3[CH:14]=[CH:13][C:12]=2[N:11]=1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 135838208HCID 135838208, compound

Product 1

HCID 135838175HCID 135838175, compound

Procedure

N-(9-Amino-1,2-dihydro-1-oxobenzo[f]quinazolin-3-yl)pivalamide (0.065 g, 0.2 mmole) was reacted with aqueous sodium hydroxide in the same manner as in example 2. The product was precipitated from the basic reaction mixture with acetic acid, filtered and washed with water to give 3,9-diaminobenzo[f]quinazolin-1(2H)-one as a tan solid. (0.04 g, 84%) 1H NMR (DMSO-d6, 300 MHz) δ; 5.54(br s, 2H, NH2); 6.35(br s, 2H, NH2); 6.80(dd, J=8.5, 2.3 Hz, 1H, Ar); 6.87(d, J=8.6 Hz, 1H, Ar); 7.52(d, J=8.6 Hz, 1H, Ar); 7.76(d, J=8.6 Hz, 1H, Ar); 8.73(s, 1H, Ar); 10.91(br s, 1H, NH).

Workup

customThe product was precipitated from the basic reaction mixture with acetic acid
filtrationfiltered
washwashed with water

Sources & evidence

ORD record: ord-2194ea8e4f6b4f2698dd3e660c7ad3e4
Source dataset: uspto-grants-1997_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05663337

Reaction notes

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