Methanesulfonyl chloride → HCID 178457587, 화합물

HRID 1030219노트

반응식

HRID 1030219 반응식
[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]

참가 물질

4

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 178457586HCID 178457586, 화합물

생성물 1

HCID 178457587HCID 178457587, 화합물수율 79.8%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-297d456a28554bf79bcaa48ce3d16f7b
출처 데이터셋
uspto-grants-1992_04
특허 번호
US05104890

반응 노트

불러오는 중…