Water → HCID 66961155, compound

HRID 68950Notes

Reaction equation

HRID 68950 reaction equation
Cl[CH2:2][C:3]1[CH:20]=[CH:19][C:6]2[N:7]([CH2:17][CH3:18])[C:8](=[O:16])[C:9]([CH3:15])([CH3:14])[C:10](=[O:13])[N:11]([CH3:12])[C:5]=2[CH:4]=1.[C-:21]#[N:22].[Na+].O>CN(C=O)C>[CH2:17]([N:7]1[C:8](=[O:16])[C:9]([CH3:15])([CH3:14])[C:10](=[O:13])[N:11]([CH3:12])[C:5]2[CH:4]=[C:3]([CH2:2][C:21]#[N:22])[CH:20]=[CH:19][C:6]1=2)[CH3:18]

Participants

5

Reactant 3

HCID 962WaterHCID 8929Sodium CyanideHCID 70656225HCID 70656225, compound

Product 1

HCID 66961155HCID 66961155, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 7-chloromethyl-1-ethyl-3,3,5-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione (1.11 g) in DMF (15 ml) was added sodium cyanide (0.59 g) at room temperature, the mixture was stirred overnight. Water was added to the reaction mixture, followed by extraction using ethyl acetate. The organic layer was dried with magnesium sulfate, and was condensed under reduced pressure to give the title compound (0.84 g) as a pale yellow oil.

Workup

  1. extractionfollowed by extraction
  2. dry with materialThe organic layer was dried with magnesium sulfate
  3. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-3d9f9b6b57154b63990635e59e133f48
Source dataset
uspto-grants-2014_09
Patent number
US08822453B2

Reaction notes

Loading…