HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Dimethylformamide → HCID 178429869, compound

HRID 2195688
Notes
Print preview

Reaction equation

HRID 2195688 reaction equation
C(#N)C([CH2:4][C:5]#[N:6])O.[H-].[Na+].[CH3:10][CH:11]1[O:16][CH:15]([CH3:17])[CH2:14][N:13]([C:18]2[CH:29]=[C:22]3[C:23]([O:25][C:26](=O)[NH:27][C:21]3=[CH:20][CH:19]=2)=O)[CH2:12]1.C[N:31](C)C=O>O>[NH2:31][C:26]1[C:4]([C:5]#[N:6])=[C:23]([OH:25])[C:22]2[C:21](=[CH:20][CH:19]=[C:18]([N:13]3[CH2:14][CH:15]([CH3:17])[O:16][CH:11]([CH3:10])[CH2:12]3)[CH:29]=2)[N:27]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 212535622-HydroxybutanedinitrileHCID 866445925-(2,6-Dimethylmorpholin-4-yl)isatoic anhydride

Product 1

HCID 178429869HCID 178429869, compound

Reagents, catalysts & solvents 1

HCID 962
Water
Solvent

Procedure

4 g of malonitrile is dissolved in 50 ml of dimethylformamide. To the solution, in several portions, 2.4 g of 60% sodium hydride in oily dispersion are added. To the clear solution 8 g of 5-(2,6-dimethylmorpholin-4-yl)isatoic anhydride is added and the mixture is stirred at room temperature for 10 hours. The reaction mixture is diluted with 70 ml of water and extracted with 2×30 ml of ethyl acetate. The aqueous phase is evaporated in vacuum, the solid residue is dissolved in 20 ml of water, and the pH is set to 6. The precipitated material is filtered off, washed with water. After drying 6.5 g of the title compound is obtained. (MH+: 299)

Workup

  1. extractionextracted with 2×30 ml of ethyl acetate
  2. customThe aqueous phase is evaporated in vacuum
  3. dissolutionthe solid residue is dissolved in 20 ml of water
  4. filtrationThe precipitated material is filtered off
  5. washwashed with water
  6. dry with materialAfter drying 6.5 g of the title compound
  7. customis obtained

Sources & evidence

ORD record
ord-1406628a7fcb43afb1d23d682abba600
Source dataset
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08338411B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes