Acetic Acid → 2-(1-hydroxyethyl)pyrimidin-4(3H)-one

HRID 984928노트

반응식

HRID 984928 반응식
[Na].O[CH:3]=[CH:4][C:5]([O:7]CC)=O.Cl.[OH:11][CH:12]([CH3:16])[C:13]([NH2:15])=[NH:14].C(O)(=O)C>O>[OH:11][CH:12]([C:13]1[NH:15][C:5](=[O:7])[CH:4]=[CH:3][N:14]=1)[CH3:16]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 223286992-Hydroxypropanimidamide hydrochlorideHCID 24196931Ethyl 3-hydroxy-acrylate sodium salt

생성물 1

HCID 110189492-(1-hydroxyethyl)pyrimidin-4(3H)-one

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

To a solution of ethyl 3-hydroxy-acrylate sodium salt (prepared according to the method of Preparation Twelve, Step C, 1301 g, 9.42 mol) in water (1.3 L) was added a solution of 2-hydroxy-propionamidine hydrochloride (prepared according to the method of Preparation Twelve, Step B, 610 g, 4.9 mol) in water (1.3 L) at ambient temperature and stirred for 48 h. The solution was adjusted to pH 7.0 with acetic acid then continuously extracted with chloroform for 48 h. The extract was dried over sodium sulfate and filtered. The filtrate was concentrated to a solid, slurried in ethyl ether, filtered, and dried to give the title compound as a solid, 232 g (38%). mp: 121-124° C.; 1H NMR (DMSO-d6, 400 MHz) δ 1.30 (d, 3H), 4.46 (q, 1H), 5.62 (br s, 1H), 6.13 (d, 1H), 7.80 (d, 1H).

후처리

  1. customprepared
  2. extractionthen continuously extracted with chloroform for 48 h
  3. dry with materialThe extract was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated to a solid, slurried in ethyl ether
  6. filtrationfiltered
  7. customdried

출처 및 근거

ORD 기록
ord-f32ecfd563934fa8a80854882e107fe1
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06869943B2

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