Isopropanol → HCID 67214738、化合物

HRID 2420792ノート

反応式

HRID 2420792 の反応式
[NH2:1][C:2]1[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:5][NH:4][N:3]=1.[C:12]1([CH3:26])[CH:17]=[C:16]([CH3:18])[CH:15]=[C:14]([CH3:19])[C:13]=1[CH:20]=[C:21]([C:24]#[N:25])[C:22]#[N:23].C(O)(C)C>N1C=CC=CC=1>[NH2:25][C:24]1[N:3]2[N:4]=[CH:5][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:2]2[N:1]=[C:20]([C:13]2[C:12]([CH3:26])=[CH:17][C:16]([CH3:18])=[CH:15][C:14]=2[CH3:19])[C:21]=1[C:22]#[N:23]

参加物

5

反応物 3

HCID 3776IsopropanolHCID 5930572-[(2,4,6-Trimethylphenyl)methylene]propanedinitrile2 回HCID 178469928HCID 178469928、化合物

生成物 1

HCID 67214738HCID 67214738、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of 155 mg (1 mmol) of 3-amino-4-carbethoxypyrazole and 196 mg (1 mmol) of (mesitylmethylene)malononitrile (Intermediate 3) in 3 mL of anhydrous pyridine was stirred at reflux under air for 3 days and then cooled and concentrated in vacuo. Because LC-MS indicated the presence of considerable dihydro intermediate, 112 mg (0.49 mmol) of 2,3-dichloro-5,6-cyano-1,4-benzoquinone (DDQ) and 3 mL of isopropanol were added to the residue, and the mixture was stirred at ambient temperature for 1 h. The mixture was concentrated in vacuo, and the residue was purified by flash chromatography on silica gel (elution with 2% methanol in dichloromethane) to give the title compound as an orange solid. LC-MS 350 (M+1).

後処理

  1. temperatureat reflux under air for 3 days
  2. temperaturecooled
  3. concentrationconcentrated in vacuo
  4. additionwere added to the residue
  5. concentrationThe mixture was concentrated in vacuo
  6. customthe residue was purified by flash chromatography on silica gel (elution with 2% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-6bcfea483b7845eea928544d81b5a7c9
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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