Methanol → 1,6-Dihydro-5(4H)-pyrimidinone O-methyloxime monohydrochloride

반응식

O.[ClH:2].Cl.[NH2:4][CH2:5][C:6]([CH2:8][NH2:9])=O.[CH3:10][O:11][NH3+:12].[Cl-].[CH3:14]O>>[ClH:2].[CH3:10][O:11][N:12]=[C:6]1[CH2:8][NH:9][CH:14]=[N:4][CH2:5]1

참가 물질

반응물 3

HCID 887Methanol

HCID 11639O-methylhydroxylammonium chloride

HCID 190837391,3-Diaminopropan-2-one--hydrogen chloride--water (1/2/1)

생성물 1

HCID 736056051,6-Dihydro-5(4H)-pyrimidinone O-methyloxime monohydrochloride수율 36%

실험 절차

1,3-Diaminoacetone dihydrochloride monohydrate (2.61 g, 14.6 mmol) was dissolved in refluxing methanol. To this solution o-methylhydroxylamine hydrochloride (2.43 g, 29.2 mmol) was added. After reflexing for 48 hours the solvents were evaporated. The crude product was dissolved in methanol and an excess of trimethylorthoformate was added to the reaction mixture which was heated to reflux. After 24 hours the solvent was removed in vacuo. crystallization from methanol/ethyl acetate afforded 850 mg (36%) of a light-brown crystalline material. Mp. 170.7° C.

후처리

customthe solvents were evaporated
dissolutionThe crude product was dissolved in methanol
additionan excess of trimethylorthoformate was added to the reaction mixture which
temperaturewas heated to reflux
customAfter 24 hours the solvent was removed in vacuo
customcrystallization from methanol/ethyl acetate

출처 및 근거

ORD 기록: ord-5a0b5e02eefc472db4304a28baf660fa
출처 데이터셋: uspto-grants-1995_11
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05470856

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