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

HRID 49407

반응식

HRID 49407 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9ff7649d71484e3191a1ce31b2bc2cba
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706748B2

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