Potassium Carbonate → (2Z)-2-[(2-amino-1,3-thiazol-4-yl)methoxyimino]-N'-hydroxy-2-phenylethanimidamide

HRID 1528342노트

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HRID 1528342 반응식
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][O:8]/[N:9]=[C:10](/[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)\[C:11]#[N:12])[N:6]=1.Cl.[NH2:20][OH:21].C(=O)([O-])[O-].[K+].[K+]>CC(O)C.O>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][O:8]/[N:9]=[C:10](/[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)\[C:11](=[N:20]\[OH:21])\[NH2:12])[N:6]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 89443882(Z)-N-[(2-amino-1,3-thiazol-4-yl)methoxy]benzenecarboximidoyl cyanide

생성물 1

HCID 136626361(2Z)-2-[(2-amino-1,3-thiazol-4-yl)methoxyimino]-N'-hydroxy-2-phenylethanimidamide수율 115.5%

시약·촉매·용매 1

HCID 21889133Propan-2-ol--water (1/1)용매

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온도
80 °C

실험 절차

To a suspension of (2Z)-{[(2-amino-1,3-thiazol-4-yl)methoxy]imino}(phenyl)acetonitrile (4.5 g, 17.42 mmol, 1 eq.) in iPrOH/H2O (10/1, 110 ml) were added hydroxylamine hydrochloride (3.63 g, 52.26 mmol, 3 eq.) and potassium carbonate (7.22 g, 52.2 mmol, 3 eq.). The reaction was heated to 80° C. for 6 h and the solvent was evaporated to ¾th. The residue was extracted with EtOAc (3×50 ml) and washed with aq. sat. NaCl. The organics were combined, dried over MgSO4 and concentrated to give (1Z,2Z)-2-{[(2-amino-1,3-thiazol-4-yl)methoxy]imino}-N′-hydroxy-2-phenylethanimidamide (5.86 g) as a white solid.

후처리

  1. customthe solvent was evaporated to ¾th
  2. extractionThe residue was extracted with EtOAc (3×50 ml)
  3. washwashed with aq. sat. NaCl
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c69e3b2b68314075b07885a671a09263
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09090600B2

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