Sodium Hydroxide → HCID 135838175, compound

HRID 2289242Notes

Reaction equation

HRID 2289242 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

3

Reactant 2

HCID 14798Sodium HydroxideHCID 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, 300MHz) δ: 5.54(br s, 2H, NH2); 6.35(br s, 2H, NH 2); 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); 7.7j(d, J=8.6 Hz, 1H, Ar); 8.73(s, 1H, Ar); 10.91(br s, 1H, NH).

Workup

  1. customThe product was precipitated from the basic reaction mixture with acetic acid
  2. filtrationfiltered
  3. washwashed with water

Sources & evidence

ORD record
ord-4dcc771b7e3e4563aea68c6917035c4f
Source dataset
uspto-grants-2000_07
Patent number
US06090941

Reaction notes

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