2-[(2,4,6-Trimethylphenyl)methylene]propanedinitrile → HCID 67214165, 화합물

HRID 2420794노트

반응식

HRID 2420794 반응식
[NH:1]1[C:5]2[CH2:6][S:7][CH2:8][C:4]=2[C:3]([NH2:9])=[N:2]1.[C:10]1([CH3:24])[CH:15]=[C:14]([CH3:16])[CH:13]=[C:12]([CH3:17])[C:11]=1[CH:18]=[C:19]([C:22]#[N:23])[C:20]#[N:21]>N1C=CC=CC=1>[NH2:23][C:22]1[N:2]2[N:1]=[C:5]3[CH2:6][S:7][CH2:8][C:4]3=[C:3]2[N:9]=[C:18]([C:11]2[C:10]([CH3:24])=[CH:15][C:14]([CH3:16])=[CH:13][C:12]=2[CH3:17])[C:19]=1[C:20]#[N:21]

참가 물질

4

반응물 2

HCID 5930572-[(2,4,6-Trimethylphenyl)methylene]propanedinitrile2회HCID 33777858HCID 33777858, 화합물2회

생성물 1

HCID 67214165HCID 67214165, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A solution of 284 mg (2.01 mmol) of 4,6-dihydro-1H-thieno[3,4-c]pyrazol-3-amine (Intermediate 21) and 395 mg (2.01 mmol) of (mesitylmethylene)malononitrile (Intermediate 3) in 5 mL of anhydrous pyridine was stirred at reflux under air overnight (protected from moisture with a calcium sulfate drying tube) and then cooled and concentrated in vacuo. The residue was stirred with 20 mL of methanol and filtered to remove some insoluble material, which was washed with an additional 5 mL of methanol. The combined filtrate and washings were concentrated. Purification of the residue by flash chromatography on silica gel (gradient elution with 5-15% ethyl acetate in hexane) afforded the title compound as a solid. LC-MS 336 (M+1).

후처리

  1. temperatureat reflux under air overnight (protected from moisture with a calcium sulfate drying tube)
  2. temperaturecooled
  3. concentrationconcentrated in vacuo
  4. filtrationfiltered
  5. customto remove some insoluble material, which
  6. washwas washed with an additional 5 mL of methanol
  7. concentrationThe combined filtrate and washings were concentrated
  8. customPurification of the residue by flash chromatography on silica gel (gradient elution with 5-15% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-a51459df63c345b89d2f493e1d48b7a3
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07956061B2

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