Ethyl chloroformate → HCID 13457750、化合物

HRID 280124ノート

反応式

HRID 280124 の反応式
[NH2:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7](=[O:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[Cl:14].C(=O)(O)[O-].[Na+].Cl[C:22]([O:24][CH2:25][CH3:26])=[O:23]>ClCCl>[Cl:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:7]([C:3]1[N:2]([NH:1][C:22](=[O:23])[O:24][CH2:25][CH3:26])[CH:6]=[CH:5][CH:4]=1)=[O:15]

参加物

5

反応物 3

HCID 10928Ethyl chloroformateHCID 516892Sodium BicarbonateHCID 13457740HCID 13457740、化合物

生成物 1

HCID 13457750HCID 13457750、化合物収率 120.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1-Amino-2-(2-chlorobenzoyl)pyrrole (32 g, 0.145 mol) was combined with sodium bicarbonate (30.2 g, 0.36 mol) in 400 ml of dichloromethane. To this rapidly stirred mixture was added ethyl chloroformate (18.6 g, 0.172 mol) over 2 minutes and the resultant slurry heated under reflux for 2.5 hours. The reaction mixture was quenched with 300 ml of H2O, separated, washed with H2O, dried (MgSO4), filtered, and evaporated to give 51 g of an oil. This oil was purified by HPLC (silica, 10:1 DCM-ethyl acetate) to give after evaporation 32.8 g (77%) of crystals, m.p. 90°-92°.

後処理

  1. temperaturethe resultant slurry heated
  2. temperatureunder reflux for 2.5 hours
  3. customThe reaction mixture was quenched with 300 ml of H2O
  4. customseparated
  5. washwashed with H2O
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-53ac52a44d5744ef99b2a8de4a7d36a4
出典データセット
uspto-grants-1986_05
特許番号
US04588727

反応ノート

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