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Water → (2Z)-2-[2-(diethoxyphosphorylamino)-1,3-thiazol-4-yl]-2-methoxyiminoacetic acid

HRID 1461722
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HRID 1461722 반응식
[CH2:1]([O:3][P:4]([NH:9][C:10]1[S:11][CH:12]=[C:13](/[C:15](=[N:21]/[O:22][CH3:23])/[C:16]([O:18]CC)=[O:17])[N:14]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].[OH-].[Na+].O>O1CCOCC1>[CH2:7]([O:6][P:4]([NH:9][C:10]1[S:11][CH:12]=[C:13](/[C:15](=[N:21]/[O:22][CH3:23])/[C:16]([OH:18])=[O:17])[N:14]=1)([O:3][CH2:1][CH3:2])=[O:5])[CH3:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 178472870ethyl (2Z)-2-[2-(diethoxyphosphorylamino)-1,3-thiazol-4-yl]-2-methoxyiminoacetate

생성물 1

HCID 15028031(2Z)-2-[2-(diethoxyphosphorylamino)-1,3-thiazol-4-yl]-2-methoxyiminoacetic acid수율 59.3%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A solution of 8.4 g (0.023 mol) (Z)-2-[(diethoxyphosphinyl)amino]-α-(methoxyimino)-4-thiazoleacetic acid, ethyl ester, 9.25 ml (0.046 mol) 5N sodium hydroxide, 30 ml water, and 50 ml dioxane was stirred at room temperature for 18 hours. The solvent was evaporated, 30 ml of 50% saturated sodium chloride was added, the pH was adjusted to 4.5, and 3×30 ml ethyl acetate was added. The aqueous layer was then adjusted to pH 2.5, and extraction with ethyl acetate followed by evaporation yielded 4.6 g of a yellow oil; MS ((+) FAB), 338 (M+H); NMR (300 MHz, DCCl3) δ 1.36 (2t, 6, OCH2CH3), 4.01 (s, 3, OCH3), 4.18 (m, 4, OCH2), 7.10 (s, 1, thiazole H).

후처리

  1. customThe solvent was evaporated
  2. addition30 ml of 50% saturated sodium chloride was added
  3. additionwas added
  4. extractionThe aqueous layer was then adjusted to pH 2.5, and extraction with ethyl acetate
  5. customfollowed by evaporation

출처 및 근거

ORD 기록
ord-f062db00223e463591b8d2451a433d73
출처 데이터셋
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05077283

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