Water → HCID 66961155, compound

HRID 1504122Notes

Reaction equation

HRID 1504122 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-dff6a8b967514d019b7bd5ee3f07e3ca
Source dataset
uspto-grants-2015_12
Patent number
US09212187B2

Reaction notes

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