Methanesulfonyl chloride → HCID 178457587、化合物

HRID 1030219ノート

反応式

HRID 1030219 の反応式
[C:1]([N:3]=[C:4]([NH:7][C@@H:8]1[C:13]2[CH:14]=[C:15]([C:18]#[N:19])[CH:16]=[CH:17][C:12]=2[O:11][C:10]([CH3:21])([CH3:20])[C@H:9]1[OH:22])[CH2:5][CH3:6])#[N:2].[S:23](Cl)([CH3:26])(=[O:25])=[O:24]>N1C=CC=CC=1>[C:1]([N:3]=[C:4]([NH:7][C@@H:8]1[C:13]2[CH:14]=[C:15]([C:18]#[N:19])[CH:16]=[CH:17][C:12]=2[O:11][C:10]([CH3:21])([CH3:20])[C@H:9]1[O:22][S:23]([CH3:26])(=[O:25])=[O:24])[CH2:5][CH3:6])#[N:2]

参加物

4

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 178457586HCID 178457586、化合物

生成物 1

HCID 178457587HCID 178457587、化合物収率 79.8%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of trans-4-[N-[1-(cyanoimino)propyl]amino]-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-1-benzopyran-6-carbonitrile (1.49 g) in dry pyridine (7.5 ml) was added dropwise mesyl chloride (0.77 g) under ice-water cooling. The resulting mixture was stirred overnight at room temperature and concentrated under reduced pressure. The residue was dissolved in a mixture of ethyl acetate and washed with 5% hydrochloric acid (twice), aqueous sodium bicarbonate and brine, successively. The organic layer was dried over anhydrous magnesium sulfate and evaporated in vacuo. The residue was recrystallized from ethanol to give trans-4-[N-[1-(cyanoimino)propyl]amino]-3,4-dihydro-2,2-dimethyl-3-mesyloxy-2H-1-benzopyran-6-carbonitrile (1.50 g).

後処理

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe residue was dissolved in a mixture of ethyl acetate
  3. washwashed with 5% hydrochloric acid (twice), aqueous sodium bicarbonate and brine
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was recrystallized from ethanol

出典と根拠

ORDレコード
ord-297d456a28554bf79bcaa48ce3d16f7b
出典データセット
uspto-grants-1992_04
特許番号
US05104890

反応ノート

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