Water → HCID 16065919、化合物

HRID 240314

反応式

HRID 240314 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2.BrN1C(=O)CCC1=O.O.[NH2:21]/[C:22](/[C:27]#[N:28])=[C:23](\[NH2:26])/[C:24]#[N:25]>CS(C)=O.CC(O)=O>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]2[C:7](=[O:11])[C:6]3[C:5]([C:4]=2[CH:3]=1)=[N:21][C:22]([C:27]#[N:28])=[C:23]([C:24]#[N:25])[N:26]=3

参加物

7

反応物 4

HCID 962WaterHCID 67184N-bromobutanimideHCID 1425995-Chloro-1-indanoneHCID 2723951Diaminomaleonitrile

生成物 1

HCID 16065919HCID 16065919、化合物

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
80 °C

実験手順

A mixture of 5-chloro-1-indanone (1.05 g, 6.28 mmol) and N-bromosuccinimide (2.23 g, 12.56 mmol) in DMSO (25 ml) was stirred overnight at 40° C. and 5 h at 80° C. under vacuum. Water (125 ml) was added and the mixture was extracted with CH2Cl2 (25 ml). The aqueous phase was saturated with brine and solid NaCl and extracted with CH2Cl2 (4×80 ml). The collected organic phases were dried over Na2SO4 and the solvent evaporated. The crude was dissolved in EtOH (63 ml), diaminomaleonitrile (678 mg, 6.28 mmol) and a catalytic amount of AcOH were added and the mixture stirred at 80° C. for 45 min. The precipitate was collected by filtration and washed with EtOH (464 mg). The filtered solution was evaporated and the crude purified by flash.

後処理

  1. extractionthe mixture was extracted with CH2Cl2 (25 ml)
  2. extractionextracted with CH2Cl2 (4×80 ml)
  3. dry with materialThe collected organic phases were dried over Na2SO4
  4. customthe solvent evaporated
  5. dissolutionThe crude was dissolved in EtOH (63 ml)
  6. stirringthe mixture stirred at 80° C. for 45 min
  7. filtrationThe precipitate was collected by filtration
  8. washwashed with EtOH (464 mg)
  9. customThe filtered solution was evaporated
  10. customthe crude purified by flash

出典と根拠

ORDレコード
ord-277339e11b364d9fb2cd6bac8bd778bc
出典データセット
uspto-grants-2014_02
特許番号
US08648076B2

関連ノート

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