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Cyanuric chloride → HCID 57916539、化合物

HRID 1040496
ノート
印刷プレビュー

反応式

HRID 1040496 の反応式
[CH2:1]([O:8][C:9](=[O:17])[NH:10][C:11]1([C:14](=O)[NH2:15])[CH2:13][CH2:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C(Cl)=NC(Cl)=NC=1Cl>CN(C=O)C>[CH2:1]([O:8][C:9](=[O:17])[NH:10][C:11]1([C:14]#[N:15])[CH2:13][CH2:12]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 7954Cyanuric chlorideHCID 13676801(1-Carbamoyl-cyclopropyl)-carbamic acid benzyl ester

生成物 1

HCID 57916539HCID 57916539、化合物収率 84.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a 0° C. solution of (1-carbamoyl-cyclopropyl)-carbamic acid benzyl ester (1.8 g, 7.7 mmol) in DMF (20 mL) was added cyanuric chloride in one portion. The reaction was allowed to warm to room temperature overnight. The reaction was quenched with water and extracted with EtOAc (3×100 mL). The combined extracts were washed with water (3×50 mL), brine and dried with MgSO4. The mixture was filtered and concentrated. The resulting crude residue was dissolved in 30% EtOAc in hexanes (90 mL) and filtered through a plug of silica gel. The filtrate was concentrated to give (1-cyano-cyclopropyl)-carbamic acid benzyl ester (1.4 g, 6.5 mmol) as a white foam.

後処理

  1. customThe reaction was quenched with water
  2. extractionextracted with EtOAc (3×100 mL)
  3. washThe combined extracts were washed with water (3×50 mL), brine
  4. dry with materialdried with MgSO4
  5. filtrationThe mixture was filtered
  6. concentrationconcentrated
  7. dissolutionThe resulting crude residue was dissolved in 30% EtOAc in hexanes (90 mL)
  8. filtrationfiltered through a plug of silica gel
  9. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-8dd9570f492d4028a1bf4af76aa5410e
出典データセット
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08552205B2

反応ノート

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