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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Citric Acid → HCID 21266052, 화합물

HRID 566316
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HRID 566316 반응식
[NH:1]([CH:3]([CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:4])[NH2:2].C(N(CC)CC)C.[CH3:21][O:22][C:23](OC)=[C:24]([C:27]#[N:28])[C:25]#[N:26].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>CO.O>[NH2:28][C:27]1[N:1]([CH:3]([CH2:5][CH2:6][CH2:7][C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH3:4])[N:2]=[C:23]([O:22][CH3:21])[C:24]=1[C:25]#[N:26]
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참가 물질

7

반응물 4

HCID 311Citric AcidHCID 8471TriethylamineHCID 110079702-(dimethoxymethylidene)propanedinitrileHCID 12874625HCID 12874625, 화합물

생성물 1

HCID 21266052HCID 21266052, 화합물수율 80.9%

시약·촉매·용매 2

HCID 887Methanol용매
HCID 962
Water
용매

반응 조건

온도
20 °C

실험 절차

3.6 g of 2-hydrazino-5-phenylpentane are dissolved in 40 ml of methanol, and 2.8 ml of triethylamine are added. Then, 2.8 g of 1,1-dimethoxy-2,2-dicyanoethylene are added at approx. 0° C. The reaction solution is warmed to approx. 20° C. and stirred for 1.5 hours at approx. 20° C. For work-up, the mixture is diluted with water, acidified with citric acid and extracted twice with dichloromethane. The combined dichloromethane phases are dried with magnesium sulphate and evaporated in vacuo. This gives 5.1 g of a yellow oil, which crystallizes slowly. The oil is chromatographed on silica gel (Merck Si 60 0.04-0.063 mm) with a petroleum ether/ethyl acetate mixture in a ratio of 5:1 to 1:1. This gives a fraction which, after evaporation in vacuo, affords 4.6 g (=80.9% of theory) of 5-amino-4-cyano-3-methoxy-1-[(5-phenyl)-pent-2-yl]-pyrazole.

후처리

  1. extractionextracted twice with dichloromethane
  2. dry with materialThe combined dichloromethane phases are dried with magnesium sulphate
  3. customevaporated in vacuo
  4. customThis gives 5.1 g of a yellow oil, which crystallizes slowly
  5. customThe oil is chromatographed on silica gel (Merck Si 60 0.04-0.063 mm) with a petroleum ether/ethyl acetate mixture in a ratio of 5:1 to 1:1
  6. customThis gives a fraction which
  7. customafter evaporation in vacuo

출처 및 근거

ORD 기록
ord-bbcced926d7b49a4a1ad03814ee79b9d
출처 데이터셋
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06174884B1

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