Sulfuric Acid → 7-amino-4-chloromethylcoumarin

HRID 1901232노트

반응식

HRID 1901232 반응식
C([NH:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11]([CH2:18][Cl:19])=[CH:12][C:13](=[O:17])[O:14]2)=[CH:9][CH:8]=1)(OCC)=O.S(=O)(=O)(O)O.[OH-].[Na+]>C(O)(=O)C>[NH2:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11]([CH2:18][Cl:19])=[CH:12][C:13](=[O:17])[O:14]2)=[CH:9][CH:8]=1

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 2434815Ethyl (4-ChloroMethyl)couMarin-7-carbaMate

생성물 1

HCID 27625987-amino-4-chloromethylcoumarin수율 79%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
130 °C

실험 절차

A mixture of 7-carbethoxyamino-4-chloromethylcoumarin (2.81 g, 0.01 mole), concentrated sulfuric acid (10 mL) and glacial acetic acid (10 mL) is heated at 130° C. in an oil bath for 1 hour. On cooling, a yellow precipitate is deposited. The mixture is poured into 200 mL of ice-water and left overnight. The resulting solution is made slightly basic (pH 8) with dilute NaOH solution and is then cooled by the addition of ice chips. The yellow precipitate is filtered, washed with water and dried. The product is recrystallized from chloroform to give yellow needles. Yield: 79%.

후처리

  1. temperatureOn cooling
  2. temperatureis then cooled by the addition of ice chips
  3. filtrationThe yellow precipitate is filtered
  4. washwashed with water
  5. customdried
  6. customThe product is recrystallized from chloroform
  7. customto give yellow needles

출처 및 근거

ORD 기록
ord-e16c89fbd7a34f76af8cf11e598dfeec
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05576424

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