Water → 5-Formyl-2,3-dihydroxybenzonitrile

Reaction equation

[OH:1][C:2]1[C:9]([OH:10])=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].C1N2CN3CN(C2)CN1C3.O.FC(F)(F)[C:24](O)=[O:25]>>[OH:10][C:9]1[CH:8]=[C:7]([CH:6]=[C:3]([C:4]#[N:5])[C:2]=1[OH:1])[CH:24]=[O:25]

Participants

Reactant 4

HCID 962Water

HCID 4101Hexamethylenetetramine

HCID 6422Trifluoroacetic acid

HCID 30178202,3-Dihydroxybenzonitrile

Product 1

HCID 152925835-Formyl-2,3-dihydroxybenzonitrile

Procedure

A solution containing 1.35 g of 2,3-dihydroxybenzonitrile and 1.4 g of hexamethylene tetramine in 20 ml of trifluoroacetic acid was refluxed for 1.5 h. Water was added and the product was filtered. Yield 0.9 g (55%), m.p. 211°-215° C.