Dimethylacetamide → 4-Chlorophthalazin-1-amine

HRID 2197413Notes

Reaction equation

HRID 2197413 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](Cl)=[N:4][N:3]=1.[F-].[K+].CC([N:18](C)C)=O>>[NH2:18][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([Cl:1])=[N:3][N:4]=1

Participants

4

Reactant 3

HCID 31374DimethylacetamideHCID 784901,4-DichlorophthalazineHCID 522689Potassium Fluoride

Product 1

HCID 64098004-Chlorophthalazin-1-amine

Conditions

Temperature
100 °C

Procedure

A mixture containing 4 mL of 0.5 M 1,4-dichlorophthalazine in DMA, 2 equivalents of amine and 500 mg of KF is heated in a sealed vial at 100° C. overnight. Purification on silica gel and evaporation provides the desired 1-amino-4-chloro-phthalazine.

Workup

  1. customPurification
  2. customon silica gel and evaporation

Sources & evidence

ORD record
ord-59cf91241667431182bd961e6394945c
Source dataset
uspto-grants-2012_12
Patent number
US08338591B2

Reaction notes

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