Formaldehyde → 2-Iodo-6-allyloxypyrazine

HRID 256886Notes

Reaction equation

HRID 256886 reaction equation
I[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([I:8])[N:3]=1.[CH2:9]([OH:12])[CH:10]=[CH2:11].C=O>ClCCl>[I:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([O:12][CH2:9][CH:10]=[CH2:11])[N:3]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 7858Allyl AlcoholHCID 110020782,6-Diiodopyrazine

Product 1

HCID 157501302-Iodo-6-allyloxypyrazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This was prepared from 2,6-diiodopyrazine (5.5 g, 16.6 mmol) and allyl alcohol by the procedure described for Example 31 part 1. Chromatography through silica gel using dichloromethane as eluant gave the pure product (2 g), δ (250 MHz, CDCl3) 4.83-4.86 (2H, m, CH2O); 5.29-5.35 (1H, m, cis-vinyl-H); 5.39-5.48 (1H, m, trans-vinyl-H); 5.98-6.13 (1H, m, vinyl-H); 8.16 (1H, s, pyrazine-H); 8.40 (1H, s, pyrazine-H).

Sources & evidence

ORD record
ord-ca8c3d4d21ab4c318c64cb26198553df
Source dataset
uspto-grants-1993_11
Patent number
US05260293

Reaction notes

Loading…