Methyl Isocyanate → HCID 18975136, compound

HRID 2393490Notes

Reaction equation

HRID 2393490 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]([C:12]3[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=3)=[N:10][NH:9][CH:8]([CH3:21])[CH2:7][C:6]=2[CH:22]=1.[CH3:23][N:24]=[C:25]=[O:26]>ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]([C:12]3[CH:13]=[CH:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=3)=[N:10][N:9]([C:25](=[O:26])[NH:24][CH3:23])[CH:8]([CH3:21])[CH2:7][C:6]=2[CH:22]=1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 11023487HCID 11023487, compound

Product 1

HCID 18975136HCID 18975136, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.72 g (2.2 mmoles) of 7-chloro-4-methyl-1-(4-nitrophenyl)-4,5-dihydro-3H-2,3-benzodiazepine prepared in Example 1, Step D are dissolved in 15 ml of anhydrous dichloromethane, and to the solution obtained, 1.3 ml (22.0 moles) of methyl isocyanate are added, and the reaction mixture is left to stand at 25° C. for 10 days. The mixture is evaporated, and the residue is recrystallized from 3 ml of hot ethanol. The crystals are filtered, washed 3 times using 1 ml of ethanol each time, then dried. Thus, 0.78 g (95%) of the title compound are obtained. M.p.: 224°-226° C.

Workup

  1. customto the solution obtained
  2. waitthe reaction mixture is left
  3. customThe mixture is evaporated
  4. customthe residue is recrystallized from 3 ml of hot ethanol
  5. filtrationThe crystals are filtered
  6. washwashed 3 times
  7. customdried

Sources & evidence

ORD record
ord-2d8952085b0444ad85322094f7fb7994
Source dataset
uspto-grants-1998_09
Patent number
US05807851

Reaction notes

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