2-[(2,4,6-Trimethylphenyl)methylene]propanedinitrile → HCID 67214165、化合物

HRID 2420794ノート

反応式

HRID 2420794 の反応式
[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]

参加物

4

反応物 2

HCID 5930572-[(2,4,6-Trimethylphenyl)methylene]propanedinitrile2 回HCID 33777858HCID 33777858、化合物2 回

生成物 1

HCID 67214165HCID 67214165、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-a51459df63c345b89d2f493e1d48b7a3
出典データセット
uspto-grants-2011_06
特許番号
US07956061B2

反応ノート

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