Ammonium Hydroxide → HCID 23316356, compound

HRID 1982393Notes

Reaction equation

HRID 1982393 reaction equation
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]2[CH2:6][N:7]3[CH:14]=[CH:13][CH:12]=[C:8]3[C:9](=[O:11])[NH:10][C:4]=2[CH:3]=1.[Cl-:17].[Cl-].[Cl-].[Al+3].[OH-].[NH4+]>C(Cl)Cl>[Cl:17][C:13]1[CH:12]=[C:8]2[N:7]([CH:14]=1)[CH2:6][C:5]1[CH:15]=[CH:16][C:2]([Cl:1])=[CH:3][C:4]=1[NH:10][C:9]2=[O:11]

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 6451240Aluminum(III) ChlorideHCID 12595984HCID 12595984, compound

Product 1

HCID 23316356HCID 23316356, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2.33 g of 8-chloro-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-11-one in 50 mL of methylene chloride is added 5.33 g of aluminum trichloride. The reaction is stirred for 1 hour at room temperature and 0.77 mL (1.2 g) of methanesulfonyl chgloride is added. Stirring is then continued at room temperature overnight. The reaction mixture is basified with 10% ammonium hydroxide and the resulting solid collected by filtration. The solid is dissolved in methylene chloride, the solution is washed with water, dried over magnesium sulfate and evaporated to dryness to yield 2,8-dichloro-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]-benzodiazepin-11-one, which is used without further purification.

Workup

  1. addition0.77 mL (1.2 g) of methanesulfonyl chgloride is added
  2. stirringStirring
  3. waitis then continued at room temperature overnight
  4. filtrationthe resulting solid collected by filtration
  5. dissolutionThe solid is dissolved in methylene chloride
  6. washthe solution is washed with water
  7. dry with materialdried over magnesium sulfate
  8. customevaporated to dryness

Sources & evidence

ORD record
ord-e34ed9aff70c4c539bc45a21da9d4fbb
Source dataset
uspto-grants-1986_06
Patent number
US04596799

Reaction notes

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