Water → HCID 53718133、化合物

HRID 261689ノート

反応式

HRID 261689 の反応式
N1C=CC=CC=1.[CH3:7][O:8][N:9]=[C:10]([C:16]1[N:17]=[C:18]([NH2:21])[S:19][CH:20]=1)[C:11]([O:13][CH2:14][CH3:15])=[O:12].Cl[C:23]([O:25][CH2:26][CH3:27])=[O:24].O>C(OCC)(=O)C.CN(C)C=O>[CH3:7][O:8][N:9]=[C:10]([C:16]1[N:17]=[C:18]([NH:21][C:23]([O:25][CH2:26][CH3:27])=[O:24])[S:19][CH:20]=1)[C:11]([O:13][CH2:14][CH3:15])=[O:12]

参加物

7

反応物 4

HCID 962WaterHCID 1049PyridineHCID 10928Ethyl chloroformateHCID 581091Ethyl 2-(2-aminothiazol-4-yl)-2-methoxyiminoacetate

生成物 1

HCID 53718133HCID 53718133、化合物収率 63.2%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Pyridine (3 g.) was added to a solution of ethyl 2-methoxyimino-2-(2-amino-1,3-thiazol-4-yl)acetate (syn isomer) (6.5 g.) in a mixture of ethyl acetate (60 ml.) and dimethylformamide (20 ml.). To the solution was dropwise added with stirring at 4° C. ethyl chloroformate (8 g.). After adding water (50 ml.) to the reaction mixture, the organic layer was separated, washed with water and then with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was subjected to column chromatography on silica gel (120 g.) using a mixture of ether and petroleum ether (5:2) as an eluent to give ethyl 2-methoxyimino-2-(2-ethoxycarbonylamino-1,3-thiazol-4-yl)acetate (syn isomer) (5.4 g.).

後処理

  1. additionTo the solution was dropwise added
  2. customthe organic layer was separated
  3. washwashed with water
  4. dry with materialwith a saturated aqueous solution of sodium chloride and dried over magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. additiona mixture of ether and petroleum ether (5:2) as an eluent

出典と根拠

ORDレコード
ord-5aecdaf931344618ac74e97f949e838c
出典データセット
uspto-grants-1979_08
特許番号
US04166115

反応ノート

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