Potassium methyl N-cyanodithioimidocarbonate → HCID 68540342、化合物

HRID 1442638

反応式

HRID 1442638 の反応式
[C:1]([O:5][C:6](=[O:14])[C:7]([C:12]#[N:13])=[C:8]([OH:11])[CH2:9]Cl)([CH3:4])([CH3:3])[CH3:2].[C:15]([N:17]=[C:18]([S-:21])[S:19][CH3:20])#[N:16].[K+]>CC(C)=O>[C:1]([O:5][C:6](=[O:14])[CH:7]([C:12]#[N:13])[C:8]([C:9]1[S:21][C:18]([S:19][CH3:20])=[N:17][C:15]=1[NH2:16])=[O:11])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 2733091Potassium methyl N-cyanodithioimidocarbonateHCID 768375794-Chloro-2-cyano-3-hydroxy-but-2-enoic acid tert-butyl ester

生成物 1

HCID 68540342HCID 68540342、化合物

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a stirred solution of 4-chloro-2-cyano-3-hydroxy-but-2-enoic acid tert-butyl ester Compound 1c (51.3 g, 236 mmol) at 0° C. in acetone (750 mL) was added potassium methyl N-cyanodithioimidocarbonate Compound 1e (40.2 g, 236 mmol). After 1 hr the reaction was allowed to warm to RT. The reaction mixture was evaporated down after stirring for 18 hrs. The resulting residue was extracted with ethyl acetate from saturated NaHCO3. The combined organic layers were dried over MgSO4 and the solvent removed under reduced pressure to yield a tan foam, 3-(4-amino-2-methylsulfanyl-thiazol-5-yl)-2-cyano-3-oxo-propionic acid tert-butyl ester Compound 1h, 72.2 g. 1H NMR (CDCl3) δ 4.34 (br s, 2H), 3.14 (br s, 1H), 2.70 (br s, 3H), 1.47 (br s, 9H). MS 314 (MH+).

後処理

  1. customThe reaction mixture was evaporated down
  2. extractionThe resulting residue was extracted with ethyl acetate from saturated NaHCO3
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-8aafb594f24d4c63800e65f8ca8aeeb0
出典データセット
uspto-grants-2010_02
特許番号
US07659284B2

関連ノート

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