Sodium Hydroxide → HCID 135838175, compound

HRID 2258661Notes

Reaction equation

HRID 2258661 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, 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); 7.75(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-846f54c2319b45fe887bb6fe15c7b042
Source dataset
uspto-grants-1997_08
Patent number
US05661155

Reaction notes

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