Chloroform → HCID 20154698, 화합물

HRID 2413519노트

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HRID 2413519 반응식
[Cl:1][C:2]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:3]=1[CH2:4][NH:5][C:6]1[CH:7]=[N:8][CH:9]=[N:10][CH:11]=1.[C:17](OC(=O)C)(=[O:19])[CH3:18].C(Cl)(Cl)Cl>C(O)(=O)C.S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:3]=1[CH2:4][N:5]([C:6]1[CH:11]=[N:10][CH:9]=[N:8][CH:7]=1)[C:17](=[O:19])[CH3:18]

참가 물질

6

반응물 3

HCID 6212ChloroformHCID 7918Acetic AnhydrideHCID 20154703HCID 20154703, 화합물

생성물 1

HCID 20154698HCID 20154698, 화합물수율 68.5%

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 176Acetic Acid용매

실험 절차

2.80 g (11 mmol) of N-(2,4-dichlorobenzyl)-N-(pyrimidin-5-yl)amine are dissolved in 5 ml of glacial acetic acid and then 5 ml of acetic anhydride and 3 drops of concentrated sulfuric acid are added to the solution. With stirring, the reaction mixture is boiled under reflux for 11/2 hours and subsequently cooled. 30 ml of chloroform are added to the mixture, the acetic acid is removed by extraction with water and the separated solution of chloroform is dried over sodium sulfate. The sodium sulfate is filtered off and the chloroform is then evaporated off in vacuo at 80° C. and the residue is recrystallised from a mixture of 5 ml of toluene and 5 ml of cyclohexane, affording 2.23 g (68.5% of theory) of N-(2,4-dichlorobenzyl)-N-(pyrimidin-5-yl)acetamide, m.p. 134°-136° C. A further 0.90 g (27.6% of theory) of pure product is obtained by purifying the product formed in the filtrate through a column of silica gel (eluant: ethyl acetate).

후처리

  1. temperatureunder reflux for 11/2 hours
  2. temperaturesubsequently cooled
  3. customthe acetic acid is removed by extraction with water
  4. dry with materialthe separated solution of chloroform is dried over sodium sulfate
  5. filtrationThe sodium sulfate is filtered off
  6. customthe chloroform is then evaporated off in vacuo at 80° C.
  7. customthe residue is recrystallised from a mixture of 5 ml of toluene and 5 ml of cyclohexane

출처 및 근거

ORD 기록
ord-37460c006aa54f0daa84fef2a5c38629
출처 데이터셋
uspto-grants-1988_01
특허 번호
US04718934

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