Hydrochloric Acid → Methyl 2-cyano-3-(3,4-dichloro-5-isothiazolyl)-3-oxopropanoate

HRID 49407

反応式

HRID 49407 の反応式
[C:1]([CH2:3][C:4]([O:6][CH3:7])=[O:5])#[N:2].[Cl:8][C:9]1[C:13]([Cl:14])=[C:12]([C:15](Cl)=[O:16])[S:11][N:10]=1.Cl>O1CCCC1>[C:1]([CH:3]([C:15]([C:12]1[S:11][N:10]=[C:9]([Cl:8])[C:13]=1[Cl:14])=[O:16])[C:4]([O:6][CH3:7])=[O:5])#[N:2]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 7747Methyl cyanoacetateHCID 109768863,4-Dichloro-5-isothiazolecarbonyl chloride

生成物 1

HCID 12115370Methyl 2-cyano-3-(3,4-dichloro-5-isothiazolyl)-3-oxopropanoate収率 84.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of methyl cyanoacetate (1.98 g) in unhydrous tetrahydrofuran (20 ml) 60% sodium hydride (1.6 g) was added at a temperature below 10° C. To the reaction mixture a solution of 3,4-dichloro-5-isothiazolecarbonyl chloride (4.30 g) in unhydrous tetrahydrofuran (15 ml) was added dropwise at the same temperature. After finishing the addition, the reaction mixture was stirred at room temperature for 2 hours and 1N-aqueous hydrochloric acid (10 ml) was added. After extraction with ethyl acetate and drying the organic phase with unhydrous sodium sulfate, the solvent was distilled off under reduced pressure to obtain methyl 2-cyano-3-(3,4-dichloro-5-isothiazolyl)-3-oxopropanoate (4.7 g) as pale yellow crystals. mp 119-122° C.

後処理

  1. additionthe addition
  2. extractionAfter extraction with ethyl acetate
  3. dry with materialdrying the organic phase with unhydrous sodium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-9ff7649d71484e3191a1ce31b2bc2cba
出典データセット
uspto-grants-2004_03
特許番号
US06706748B2

関連ノート

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