Water → HCID 15301085, compound

HRID 1898877Notes

Reaction equation

HRID 1898877 reaction equation
[CH3:1][C:2]1[C:3]([CH3:18])=[CH:4][C:5]2[NH:11][C:10]3[N:12]=[CH:13][CH:14]=[CH:15][C:9]=3[C:8](=[O:16])[NH:7][C:6]=2[CH:17]=1.[OH-].[Na+].[CH3:21]I.O>CS(C)=O>[CH3:21][N:7]1[C:6]2[CH:17]=[C:2]([CH3:1])[C:3]([CH3:18])=[CH:4][C:5]=2[NH:11][C:10]2[N:12]=[CH:13][CH:14]=[CH:15][C:9]=2[C:8]1=[O:16]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 13776179HCID 13776179, compound

Product 1

HCID 15301085HCID 15301085, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a stirred suspension of 4.55 g (0.019mol) of 6,11-dihydro-8,9-dimethyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one in 40 ml of dimethylsulfoxide was added 3.0 ml of a 30% NaOH solution (0.022 mol). After two hours at room temperature 5.0 ml (0.08 mol) of methyl iodide was added and the mixture stirred at room temperature overnight. It was then poured into water, the resulting precipitate collected, washed, dried and crystallized from ethanol to yield 3.3 g (69% of theory) of a crystallized solid melting at 206°-209° C.

Workup

  1. customthe resulting precipitate collected
  2. washwashed
  3. customdried
  4. customcrystallized from ethanol

Sources & evidence

ORD record
ord-ef6e0772bec744d18c72c3a89750792c
Source dataset
uspto-grants-1996_11
Patent number
US05571809

Reaction notes

Loading…