N,N-Dimethylaniline → HCID 20455830, compound

HRID 1262779Notes

Reaction equation

HRID 1262779 reaction equation
[C:1]([CH2:3][NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)#[N:2].[C:11]([C:15]([NH:17][C:18]1[CH:19]=[C:20]([O:24][C:25](Cl)=[O:26])[CH:21]=[CH:22][CH:23]=1)=[O:16])([CH3:14])([CH3:13])[CH3:12].CN(C)C1C=CC=CC=1>C(#N)C>[C:11]([C:15]([NH:17][C:18]1[CH:19]=[C:20]([O:24][C:25](=[O:26])[N:4]([CH2:3][C:1]#[N:2])[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:21]=[CH:22][CH:23]=1)=[O:16])([CH3:14])([CH3:12])[CH3:13]

Participants

5

Reactant 3

HCID 949N,N-DimethylanilineHCID 76372Acetonitrile, anilino- (8CI)HCID 57169066HCID 57169066, compound

Product 1

HCID 20455830HCID 20455830, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Into a solution of 13.2 g N-cyanomethylaniline in 150 ml acetonitrile is added 25.57 g chloroformic acid-[3-(tert.-butylcarbonylamino)-phenyl]-ester, then with further stirring 12.1 g N,N dimethylaniline is added dropwise and the mixture heated for an additional 15 minutes to boiling. The mixture is stirred after cooling in 1 l ice water, the substance which separates out is taken up and after drying in vacuum is recrystallized from a little acetonitrile.

Workup

  1. additionis added dropwise
  2. temperaturethe mixture heated for an additional 15 minutes
  3. customafter drying in vacuum
  4. customis recrystallized from a little acetonitrile

Sources & evidence

ORD record
ord-1457ed86bed443a5b328f8e4ac29f323
Source dataset
uspto-grants-1984_06
Patent number
US04453966

Reaction notes

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