Methyl iodide → HCID 53763639, compound

HRID 1076395Notes

Reaction equation

HRID 1076395 reaction equation
[CH3:1][O-].[Na+].[Cl:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[C:17]2[CH:18]=[C:19]([F:22])[CH:20]=[CH:21][C:16]=2[NH:15][C:14](=[O:23])[C:13](=[CH:24][N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[N:12]=1.CI>CN(C)C=O>[Cl:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[C:17]2[CH:18]=[C:19]([F:22])[CH:20]=[CH:21][C:16]=2[N:15]([CH3:1])[C:14](=[O:23])[C:13](=[CH:24][N:25]2[CH2:26][CH2:27][O:28][CH2:29][CH2:30]2)[N:12]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 10942334Sodium MethoxideHCID 136353535HCID 136353535, compound

Product 1

HCID 53763639HCID 53763639, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

1.6 gm of a methanolic 30% sodium methylate solution were added to a suspension of 2 gm of 5-(2'-chloro-phenyl)-1,3-dihydro-7-fluoro-3-(morpholino-methylene)-2H-1,4-benzodiazepin-2-one in 50 ml of dimethylformamide at room temperature, whereby a reddish-brown solution was immediately formed. The resulting solution was cooled to 0°C, and then 2.1 gm of methyl iodide were added dropwise thereto. After one hour the mixture was poured into ice water, and the precipitate formed thereby was collected by vacuum filtration and dried over phosphorus pentoxide, yielding the compound named in the heading, which had a melting point of 110°-115°C.

Workup

  1. customwhereby a reddish-brown solution was immediately formed
  2. customthe precipitate formed
  3. filtrationthereby was collected by vacuum filtration
  4. dry with materialdried over phosphorus pentoxide
  5. customyielding the compound

Sources & evidence

ORD record
ord-0dcc745f0ab44621921dd1fc2bac2dd4
Source dataset
uspto-grants-1976_05
Patent number
US03956492

Reaction notes

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