Isoamylamine → HCID 22672663, compound

HRID 991924Notes

Reaction equation

HRID 991924 reaction equation
O[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH2:15]([NH2:20])[CH2:16][CH:17]([CH3:19])[CH3:18]>>[CH3:18][CH:17]([CH3:19])[CH2:16][CH2:15][NH:20][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 7894IsoamylamineHCID 178526762HCID 178526762, compound

Product 1

HCID 22672663HCID 22672663, compound

Procedure

Using the general method of Example 41, 4-hydroxy-3-nitroquinoline (19 g, 0.10 mole) was chlorinated and then reacted with isoamylamine (10.5 g, 0.12 mole) to provide the crude product as a yellow solid. This solid was recrystallized from hexane to provide the desired product as a solid, m.p. 99-100° C. Analysis: Calculated: %C, 64.8; %H, 6.6; %N, 16.2; Found: %C, 64.8; %H, 6.6; %N, 16.1.

Workup

  1. customto provide the crude product as a yellow solid
  2. customThis solid was recrystallized from hexane

Sources & evidence

ORD record
ord-08786ec1fe634b2f98417b0c3501ef70
Source dataset
uspto-grants-2002_10
Patent number
US06465654B2

Reaction notes

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