Sodium Hydroxide → HCID 20330123, compound

HRID 614896Notes

Reaction equation

[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]1[NH:11][C:10]([CH3:13])([CH3:12])[CH2:9][C:8]([CH3:14])=[N:7]1.[OH-].[Na+]>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[NH:11][C:10]([CH3:13])([CH3:12])[CH2:9][CH:8]([CH3:14])[N:7]=1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 20330128HCID 20330128, compound

Product 1

HCID 20330123HCID 20330123, compound

Procedure

A sample of 150 g. of 2-furyl-4,4,6-trimethyl-2,3,4,5-tetrahydropyrimidine and 10 g. of solid sodium hydroxide were heated to 180° C. over a 2 hr. period. The resulting product was distilled under diminished pressure to yield 52 grams of 2-furyl-4,4,6-trimethyl-3,4,5,6-tetrahydropyrimidine b2.0 120°-122° C., solidified during distillation; infrared spectrum, 3.06μ, NH, 6.20μ, C=N. Nuclear magnetic resonance spectrum, solvent CDCl3 ; δ in ppm. 7.38 m, 1H; 6.90 m, 1H; 6.40 m, 1H; 3.55 m, 1H; 1.72 d of d's, 2H; 1.25 d, 3H; 1.20 s, 6H.

Workup

distillationThe resulting product was distilled under diminished pressure

Sources & evidence

ORD record: ord-0b466ad67dc2435a9fa421129be4c520
Source dataset: uspto-grants-1979_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04146714

Reaction notes

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