3,4-Diaminopyridine → HCID 178432317, compound

Reaction equation

[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[NH2:8].[C:9](OC(=O)C)(=O)[CH3:10]>>[CH3:9][C:10]1[NH:8][C:7]2[CH:6]=[CH:5][N:4]=[CH:3][C:2]=2[N:1]=1

Participants

Reactant 2

HCID 59183,4-Diaminopyridine

HCID 7918Acetic Anhydride

Product 1

HCID 178432317HCID 178432317, compound

Conditions

Temperature: 100 °C

Procedure

A mixture of 3,4-diaminopyridine (20.0 g, 183 mmol) and acetic anhydride (360 ml) was heated at 100° C. for 16 hours. The excess reagent was removed under reduced pressure, and the residue was purified by flash chromatography eluting with ethyl acetate:methanol, 3:1. The product was a brown solid, (15.5 g, 64%).

Workup

customThe excess reagent was removed under reduced pressure
customthe residue was purified by flash chromatography
washeluting with ethyl acetate

Sources & evidence

ORD record: ord-674bb7e6e50a4880a305861e8fa2b550
Source dataset: uspto-grants-1992_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05120747

Reaction notes

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