Methanol → methyl (Z)-2-(2-dimethylaminomethylidenaminothiazol-4-yl)-2-methoxyiminoacetate

HRID 266250

反応式

HRID 266250 の反応式
[Cl-].[CH3:2][N:3]([NH+]=CCl)[CH3:4].[NH2:8][C:9]1[S:10][CH:11]=[C:12](/[C:14](=[N:18]/[O:19][CH3:20])/C(O)=O)[N:13]=1.[CH3:21][OH:22].[C:23](=[O:26])([O-])O.[Na+].O1CCC[CH2:29]1>>[CH3:2][N:3]([CH:4]=[N:8][C:9]1[S:10][CH:11]=[C:12](/[C:14](=[N:18]\[O:19][CH3:20])/[C:21]([O:26][CH3:23])=[O:22])[N:13]=1)[CH3:29]

参加物

6

反応物 5

HCID 887MethanolHCID 8028TetrahydrofuranHCID 516892Sodium BicarbonateHCID 5486924(alphaZ)-2-Amino-alpha-(methoxyimino)-4-thiazoleacetic acidHCID 86750850Dimethylaminochloromethyleneammonium chloride

生成物 1

HCID 86750852methyl (Z)-2-(2-dimethylaminomethylidenaminothiazol-4-yl)-2-methoxyiminoacetate収率 72%

実験手順

Dimethylaminochloromethyleneammonium chloride (400 mg, 3.1 mmol) was dissolved in 10 ml of tetrahydrofuran. Added to the resulting solution were 300 mg of (Z)-2-(2-aminothiazol-4-yl)-2-methoxyimino-acetic acid, followed by stirring at room temperature for 16 hours. Methanol (10 ml ) was added thereto. The mixture so obtained was stirred For 10 minutes at room temperature. The mixture was then poured into 50 ml of a saturated aqueous solution of sodium hydrogencarbonate. The mixture so obtained was extracted four times with 20 ml portions of chloroform. The extract was dried over anhydrous magnesium sulfate. The dried matter was then concentrated under reduced pressure. The residue was purified by chromatography on a silica gelcolumn, whereby 293 mg of the title compound were obtained (yield: 72%).

後処理

  1. additionAdded to the resulting solution
  2. customThe mixture so obtained
  3. stirringwas stirred For 10 minutes at room temperature
  4. customThe mixture so obtained
  5. extractionwas extracted four times with 20 ml portions of chloroform
  6. dry with materialThe extract was dried over anhydrous magnesium sulfate
  7. concentrationThe dried matter was then concentrated under reduced pressure
  8. customThe residue was purified by chromatography on a silica gelcolumn

出典と根拠

ORDレコード
ord-944525dab3194ffb8e21fae15c10afd5
出典データセット
uspto-grants-1997_07
特許番号
US05650518

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