Acetyl chloride → HCID 54371506, 화합물

HRID 2396745노트

반응식

HRID 2396745 반응식
C(N(CC)CC)C.[CH3:8][C:9]1[N:14]=[C:13]([N:15]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:12]([NH2:30])=[C:11]([NH:31][CH2:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:10]=1.[C:40](Cl)(=[O:42])[CH3:41].C(OCC)(=O)C.CCCCCC>C(Cl)Cl.O>[C:40]([C:10]1[C:11]([NH:31][CH2:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[C:12]([NH2:30])[C:13]([N:15]([CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)=[N:14][C:9]=1[CH3:8])(=[O:42])[CH3:41]

참가 물질

7

반응물 4

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 21226206Ethyl acetate hexaneHCID 54478735HCID 54478735, 화합물

생성물 1

HCID 54371506HCID 54371506, 화합물수율 62.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

Triethylamine (2 mL) was added to a solution of 6-methyl-N4 -(2-phenylethyl)-N2,N2 -bis(phenylmethyl)-pyridine-2,3,4-triamine (6 g, 14.2 mmole) in methylene chloride (50 mL). Acetyl chloride (1.1 mL, 15.5 mmole) was slowly added to the reaction mixture which was then heated on a steam bath for about 1 hour. The reaction mixture was stirred at ambient temperature overnight then diluted with water and methylene chloride. The organic phase was separated, washed with water, dried over magnesium sulfate and then concentrated under vacuum to provide a light green solid. This solid was slurried with ethyl acetate/hexane then recrystallized from ethyl acetate/hexane to provide 4.1 g of a white solid. A small portion (0.8 g) was purified by silica gel column chromatography to provide the desired compound as a white solid, m.p. 152°-153° C. Analysis: Calculated for C30H32N4O: % C, 77.56; % H, 6.94; % N, 12.06; Found: % C, 77.61; % H, 6.89: % N, 12.05.

후처리

  1. temperaturewas then heated on a steam bath for about 1 hour
  2. customThe organic phase was separated
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under vacuum
  6. customto provide a light green solid
  7. customthen recrystallized from ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-f58a4f7c9eb54a029fc00d845706baba
출처 데이터셋
uspto-grants-1996_02
특허 번호
US05494916

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