Formaldehyde → HCID 22179273, compound

HRID 1816213Notes

Reaction equation

HRID 1816213 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([S:6]([NH2:9])(=[O:8])=[O:7])=[CH:2]1.C=O.C[O:13][P:14]([O:17]C)[O:15]C.Br[Si](C)(C)[CH3:21]>>[O:1]1[CH:5]=[CH:4][C:3]([S:6]([NH:9][CH2:21][P:14](=[O:17])([OH:15])[OH:13])(=[O:8])=[O:7])=[CH:2]1

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 8472Trimethyl phosphiteHCID 76113BromotrimethylsilaneHCID 22179283Furan-3-sulfonamide

Product 1

HCID 22179273HCID 22179273, compound

Procedure

3-Furylsulfonamide (x) was treated with paraformaldehyde and trimethylphosphite, followed by treatment with bromotrimethylsilane, according to the procedure described in Example 46, steps 2 and 3, to produce the title compound: 1H NMR (300 MHz, CD3OD) δH 8.13 (dd, J=1.5, 0.6 Hz, 1 H), 7.71 (t, J=1.8 Hz, 1 H), 6.78 (dd, J=1.8, 0.6 Hz, 1 H), 3.21 (d, J=13.5 Hz, 2 H); 13C NMR (75 MHz, CD3OD) δC 147.2, 146.4, 128.0, 109.3, 40.7 (d, J=158 Hz).

Sources & evidence

ORD record
ord-e4dab0d8a0874a3ba987205611bcc7fc
Source dataset
uspto-grants-2005_04
Patent number
US06884791B2

Reaction notes

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