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Isopropanol → HCID 178462036, 화합물

HRID 865656
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HRID 865656 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][C:8](=[N:16][C:17]#[N:18])OC2C=CC=CC=2)[CH:2]=1.[CH3:19][C@@H:20]([NH2:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(O)(C)C>CO>[C:17]([N:16]=[C:8]([NH:27][C@@H:20]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:19])[NH:7][C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)#[N:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 3776IsopropanolHCID 6431891-Phenethylamine, (+)-HCID 178512277HCID 178512277, 화합물

생성물 1

HCID 178462036HCID 178462036, 화합물수율 7,403.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A stirred mixture of N-(3-pyridyl)-N'-cyano-O-phenylisourea (see, Example 5 for procedure) (8.00 g, 0.336 mmol), (R)-α-methylbenzylamine (10.8 mL, 0.0835 mol) and isopropanol (53.3 mL) was refluxed, under nitrogen, for 4 hours. The reaction was complete by TLC with 10% MeOH-1% NH4OH-CHCl3. The mixture was concentrated in vacuo. The residue was mixed with EtOAc several times with concentration after each addition; the resulting solid was triturated with hot EtOAc, collected by filtration and recrystallized from MeOH-CH2Cl2 -EtOAc to give 6.6 g of product: mp 185°-187° C.

후처리

  1. temperaturewas refluxed, under nitrogen, for 4 hours
  2. concentrationThe mixture was concentrated in vacuo
  3. additionThe residue was mixed with EtOAc several times with concentration
  4. additionafter each addition
  5. customthe resulting solid was triturated with hot EtOAc
  6. filtrationcollected by filtration
  7. customrecrystallized from MeOH-CH2Cl2 -EtOAc

출처 및 근거

ORD 기록
ord-234934d9561a4bff87038ff3e23c8572
출처 데이터셋
uspto-grants-1996_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05567722

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