Formaldehyde → HCID 20244128, 화합물

Formaldehyde (37% w/w solution in water, 0.82 ml.), glacial acetic acid (0.82 ml.) and sodium cyanoborohydride (0.70 g.) were added to a solution of 2-[(1-aminocyclopropyl)methylthio]-3-phenylquinoline hydrochloride (1.2 g.) in ethanol (35 ml.). The mixture was stirred at ambient temperature for 4 hr., poured into saturated sodium bicarbonate solution (200 ml.), and extracted with ethyl acetate (3×100 ml.). The ethyl acetate extract was washed with brine (3×20 ml.), dried (Na2SO4), and evaporated in vacuo to dryness. The residual oil was chromatographed on silica gel (Merck Kieselgel 60, Art No. 9385, grain size 0.040-0.063 mm., 230-400 mesh ASTM; 180 g.) using chloroform as eluant. The relevant fraction was evaporated in vacuo to dryness, the residual oil (1.1 g.) was dissolved in methanol (20 ml.), and concentrated hydrochloric acid (0.3 ml.) was added. The resulting solution was evaporated in vacuo to dryness, and the residue was crystallised from a mixture of ethanol and diethyl ether, to yield 2-[(1-dimethylaminocyclopropyl)methylthio]-3-phenylquinoline hydrochloride, m.p. 219°.

1. extractionextracted with ethyl acetate (3×100 ml.)
2. extractionThe ethyl acetate extract
3. washwas washed with brine (3×20 ml.)
4. dry with materialdried (Na2SO4)
5. customevaporated in vacuo to dryness
6. customThe residual oil was chromatographed on silica gel (Merck Kieselgel 60, Art No. 9385, grain size 0.040-0.063 mm., 230-400 mesh ASTM; 180 g.)
7. customThe relevant fraction was evaporated in vacuo to dryness
8. dissolutionthe residual oil (1.1 g.) was dissolved in methanol (20 ml.)
9. additionconcentrated hydrochloric acid (0.3 ml.) was added
10. customThe resulting solution was evaporated in vacuo to dryness
11. customthe residue was crystallised from a mixture of ethanol and diethyl ether

ORD 기록

ord-8766f4d07c0741dfbc913e540eab0a33

출처 데이터셋

uspto-grants-1986_03

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US04576953