Dimethylformamide → HCID 22799976、化合物

HRID 1438730ノート

反応式

HRID 1438730 の反応式
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[O:6][C@H:7]([C:16]([OH:18])=O)[O:8][C@H:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:4]=2[CH:3]=1.CN(C)C=O.S(Cl)(Cl)=O.[NH2:30][CH:31]([CH3:33])[CH3:32]>C(Cl)Cl>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[O:6][C@H:7]([C:16]([NH:30][CH:31]([CH3:33])[CH3:32])=[O:18])[O:8][C@H:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:4]=2[CH:3]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 6363IsopropylamineHCID 24386Thionyl ChlorideHCID 12812406HCID 12812406、化合物

生成物 1

HCID 22799976HCID 22799976、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

To a solution at room temperature of 6.0 g (20.6 mmoles) of cis-6-chloro-4-phenyl-1,3-benzodioxan-2-carboxylic acid and ca. 1 ml of anhydrous DMF (dimethylformamide) in 300 ml of anhydrous CH2Cl2 was added dropwise a solution of 8.95 ml (123.6 mmoles) of thionyl chloride in 50 ml of anhydrous CH2Cl2. After addition, the solution was stirred and refluxed for 2.5 hours. The solvent and excess SOCl2 were then removed under reduced pressure and the residue was flashed down twice with anhydrous benzene to remove traces of SOCl2. The residue was redissolved in ca. 200 ml of CH2Cl2 and a solution of 7.7 g (130 mmoles) of 2-aminopropane in ca. 50 ml of CH2Cl2 was added. Heat was evolved. The solution was mixed well and allowed to stand in a stoppered flask at room temperature for 65 hours.

後処理

  1. additionAfter addition
  2. temperaturerefluxed for 2.5 hours
  3. customThe solvent and excess SOCl2 were then removed under reduced pressure
  4. customto remove traces of SOCl2
  5. dissolutionThe residue was redissolved in ca. 200 ml of CH2Cl2
  6. temperatureHeat
  7. additionThe solution was mixed well

出典と根拠

ORDレコード
ord-398e15e09cfc4e3b9e6cf1b6afab5e4e
出典データセット
uspto-grants-1977_11
特許番号
US04056540

反応ノート

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