Alprazolam → U 43465F

HRID 616659ノート

反応式

HRID 616659 の反応式
[Cl-].C[C:3](=[NH2+:5])C.ClC1[CH:8]=[CH:9][C:10]2[N:16]3[C:17](C)=[N:18][N:19]=[C:15]3[CH2:14][N:13]=[C:12]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:11]=2C=1.[C:28]([Cl:31])(=O)[CH3:29].[C:32](=O)(O)[O-].[Na+].[C:37]1([CH3:47])[CH:42]=[CH:41][C:40]([S:43]([OH:46])(=[O:45])=[O:44])=[CH:39][CH:38]=1>O1CCCC1.C(O)C>[C:37]1([CH3:47])[CH:38]=[CH:39][C:40]([S:43]([OH:46])(=[O:44])=[O:45])=[CH:41][CH:42]=1.[Cl:31][C:28]1[CH:8]=[CH:9][C:10]2[N:16]3[C:17]([CH2:47][CH2:37][N:5]([CH3:3])[CH3:32])=[N:18][N:19]=[C:15]3[CH2:14][N:13]=[C:12]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:11]=2[CH:29]=1

参加物

8

反応物 5

HCID 2118AlprazolamHCID 6101p-Toluenesulfonic acidHCID 6367Acetyl chlorideHCID 516892Sodium BicarbonateHCID 21939857Dimethylmethyleneammonium chloride

生成物 1

HCID 134388U 43465F

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

The resulting solid, dimethylmethyleneammonium chloride, was suspended in tetrahydrofuran, cooled in an ice bath, treated with 8-chloro-1-methyl-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine (3.09 g., 0.01 mole; and then dropwise with acetyl chloride (0.07 ml., 0.001 mole). This mixture was kept in the ice bath for 3 hours, poured into ice cold, dilute sodium bicarbonate and extracted with methylene chloride. The extract was washed with a dilute salt solution, dried over anhydrous sodium sulfate and concentrated in vacuo. A solution of the residual oil in ethanol was treated with a solution of 1 equivalent of p-toluenesulfonic acid in ethanol and the 8-chloro-1-[2-(dimethylamino)ethyl]-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine p-toluenesulfonate was isolated by crystallization.

後処理

  1. temperaturecooled in an ice bath
  2. extractionextracted with methylene chloride
  3. washThe extract was washed with a dilute salt solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-855f2e2c6e30481fb1eae77ff27d68fe
出典データセット
uspto-grants-1978_02
特許番号
US04075221

反応ノート

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