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1,4-Dioxane → HCID 178456630, compound

HRID 915018
Notes
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Reaction equation

HRID 915018 reaction equation
[NH2:1][C:2]1[C:3]([C:19]#[N:20])=[N:4][C:5]([C:9]2[CH:14]=[CH:13][C:12](=[O:15])[N:11]([CH:16]([CH3:18])[CH3:17])[N:10]=2)=[CH:6][N+:7]=1[O-:8].[O:21]1CCOCC1>Br.CC(O)=O>[NH2:1][C:2]1[C:3]([C:19]([NH2:20])=[O:21])=[N:4][C:5]([C:9]2[CH:14]=[CH:13][C:12](=[O:15])[N:11]([CH:16]([CH3:18])[CH3:17])[N:10]=2)=[CH:6][N+:7]=1[O-:8]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 312751,4-DioxaneHCID 178456629HCID 178456629, compound

Product 1

HCID 178456630HCID 178456630, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent

Conditions

Temperature
22.5 °C

Procedure

A suspension of 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-2-pyrazinecarbonitrile 4-oxide (500 mg) in 25% hydrogen bromide in AcOH (3 ml) was stirred at 20-25° C. for 4 hours. After addition of dioxane (9 ml), a precipitate was collected by filtration. The precipitate was added in water (3 ml) and adjusted to pH 8 with 1N aq. NaOH solution. The solid was collected by filtration and dried under reduced pressure to give 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-2-pyrazinecarboxamide 4-oxide (366 mg).

Workup

  1. filtrationa precipitate was collected by filtration
  2. additionThe precipitate was added in water (3 ml)
  3. filtrationThe solid was collected by filtration
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-ea60685fc404435f940a0a82d01893b0
Source dataset
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07265120B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes