Methyl Isocyanate → HCID 21249986, compound

HRID 1531654Notes

Reaction equation

HRID 1531654 reaction equation
[Br:1][C:2]1[C:3]([O:23][CH3:24])=[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.[CH3:25][N:26]=[C:27]=[O:28]>C(Cl)Cl>[Br:1][C:2]1[C:3]([O:23][CH3:24])=[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][N:9]([C:27](=[O:28])[NH:26][CH3:25])[CH:8]([CH3:21])[CH2:7][C:6]=2[CH:22]=1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 21249960HCID 21249960, compound

Product 1

HCID 21249986HCID 21249986, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.60 g (1.5 mmol) of 7-bromo-4-methyl-8-methoxy-1-(4-nitrophenyl)-4,5-dihydro-3H-2,3-benzodiazepine (Example 4, Step A) is dissolved in 12 ml of dry methylene chloride and mixed with 0.64 ml (10.5 mmol) of methyl isocyanate. After a reaction period of 9 days at 25° C., the solution is concentrated by evaporation, and the residue is recrystallized from ethanol (10 ml). 0.56 g (83%) of 7-bromo-4-methyl-3-methylcarbamoyl-8-methoxy-1-(4-nitrophenyl)-4,5-dihydro-3H-2,3-benzodiazepine in the form of yellow crystals with a melting point of 224-226° C. is obtained.

Workup

  1. customAfter a reaction period of 9 days at 25° C.
  2. concentrationthe solution is concentrated by evaporation
  3. customthe residue is recrystallized from ethanol (10 ml)

Sources & evidence

ORD record
ord-2a50461554d1498db1a34940bc232bbf
Source dataset
uspto-grants-2001_03
Patent number
US06200970B1

Reaction notes

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