Ethyl thiooxamate → Ethyl 4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-carboxylate

HRID 2038360노트

반응식

HRID 2038360 반응식
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[C:7]([Cl:12])[CH:6]=1)=O.[NH2:13][C:14](=[S:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16]>C(O)C>[Cl:12][C:7]1[CH:6]=[C:5]([C:3]2[N:13]=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[S:20][CH:2]=2)[CH:10]=[CH:9][C:8]=1[F:11]

참가 물질

4

반응물 2

HCID 2733398Ethyl thiooxamateHCID 27827852-Bromo-3'-chloro-4'-fluoroacetophenone

생성물 1

HCID 61385370Ethyl 4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-carboxylate

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

1.35 g of the compound from Example 1A having a purity of 68% (5.37 mmol) are heated under reflux in 25 ml of ethanol, a solution of 0.72 g (5.37 mmol) of ethyl amino(thioxo)acetate and 10 ml of ethanol is added dropwise and the mixture is heated under reflux for 18 hours. The reaction mixture is concentrated and the residue is purified by flash chromatography (mobile phase: cyclohexane/ethyl acetate 10:1), and 1.94 g of the title compound having a purity of 57% (100% of theory) are obtained.

후처리

  1. temperatureare heated
  2. temperaturethe mixture is heated
  3. temperatureunder reflux for 18 hours
  4. concentrationThe reaction mixture is concentrated
  5. customthe residue is purified by flash chromatography (mobile phase: cyclohexane/ethyl acetate 10:1), and 1.94 g of the title compound
  6. customare obtained

출처 및 근거

ORD 기록
ord-7dbe9f8e65c546799279de297ac7ce8d
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575357B2

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