N-Hydroxy-2,4-dinitrobenzenamine → HCID 22560208, compound

HRID 983403Notes

Reaction equation

HRID 983403 reaction equation
[Cl:1][C:2]1[C:16]([F:17])=[CH:15][N:5]2[C:6](=[O:14])[NH:7][C:8](=[O:13])[C:9]([CH:10]3[CH2:12][CH2:11]3)=[C:4]2[C:3]=1[O:18][CH3:19].[N+:20](C1C=C([N+]([O-])=O)C=CC=1NO)([O-])=O>>[NH2:20][N:7]1[C:8](=[O:13])[C:9]([CH:10]2[CH2:11][CH2:12]2)=[C:4]2[C:3]([O:18][CH3:19])=[C:2]([Cl:1])[C:16]([F:17])=[CH:15][N:5]2[C:6]1=[O:14]

Participants

3

Reactant 2

HCID 5743493N-Hydroxy-2,4-dinitrobenzenamineHCID 22560275HCID 22560275, compound

Product 1

HCID 22560208HCID 22560208, compoundYield 71.5%

Procedure

The title compound (0.09 g) was prepared from 6-chloro-4-cyclopropyl-7-fluoro-5-methoxypyrido[1,2-c]pyrimidine-1,3-dione (0.12 g, 0.42 mmol [Example 11]) and 2,4-dinitrophenylhydroxylamine (0.11 g, 0.5 mmol) using the procedure used to prepare Example 3. 1H NMR (400 MHz, CDCl3) δ 8.17 (d, 1H), 5.52 (bs, 2H), 3.84 (s, 3H), 1.90-1.82 (m, 1H), 1.07-1.00 (m, 2H), 0.62-0.55 (m, 2H). MSCI: m/z 300 (MH+).

Workup

  1. customto prepare Example 3

Sources & evidence

ORD record
ord-49bebd5dfa3e49c7baace5bafce67d70
Source dataset
uspto-grants-2005_03
Patent number
US06864259B2

Reaction notes

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