Iodine → 7-chloro-4,5-dihydro-3-(2-iodoethynyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

HRID 1606992

반응식

HRID 1606992 반응식
[Cl:1][C:2]1[C:7]2[C:8](=[O:19])[N:9]([CH3:18])[CH2:10][C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]#[CH:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].[I:22]I>CO.O>[Cl:1][C:2]1[C:7]2[C:8](=[O:19])[N:9]([CH3:18])[CH2:10][C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]#[C:17][I:22])[C:6]=2[CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 807IodineHCID 14798Sodium HydroxideHCID 198515337-chloro-3-ethynyl-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

생성물 1

HCID 198515167-chloro-4,5-dihydro-3-(2-iodoethynyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

2.72 g (10 mmol) of 7-chloro-3-ethynyl-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one was suspended in 30 ml of methanol and cooled to 10°. There were then added simultaneously thereto in portions within about 10 minutes 5 ml of 28% sodium hydroxide solution and 3 g of iodine. After stirring at room temperature for 1 hour the suspension was diluted with about 30 ml of water, suction filtered and the suction filter cake was dried. By two recrystallizations from methylene chloride and ethyl acetate and from dioxane there was obtained 7-chloro-4,5-dihydro-3-(2-iodoethynyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one of melting point 215°-216°.

후처리

  1. temperaturecooled to 10°
  2. additionThere were then added simultaneously
  3. filtrationfiltered
  4. filtrationthe suction filter cake
  5. customwas dried
  6. customBy two recrystallizations from methylene chloride and ethyl acetate

출처 및 근거

ORD 기록
ord-7c5d21ccf5ea48d69ca4307184a1ac4d
출처 데이터셋
uspto-grants-1989_09
특허 번호
US04863920

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