Chlorosuccinimide → HCID 10608244, compound

HRID 2259825Notes

Reaction equation

HRID 2259825 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]=[O:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[N:13]#[C:14][NH2:15].[Na].ClN1C(=O)CCC1=O>CN(C)C=O>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11](=[N:15][C:14]#[N:13])[O-:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 31398ChlorosuccinimideHCID 19001763N-(4-Nitrosophenyl)acetamideHCID 57375518Cyanamidnatrium

Product 1

HCID 10608244HCID 10608244, compoundYield 58.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-(N-acetylamino)nitrosobenzene (1.64 g, 10.0 mmol) was dissolved in dimethylformamide (20 ml) and treated with monosodium cyanamide (1.0 g, 15.6 mmol). N-chlorosuccinimide (1.33 g, 10.0 mmol) was added and the mixture stirred for 24 hours at ambient temperature. The mixture was poured on ice-water (100 ml) and the precipitate filtered off to give 1.2 g 4-(N-acetylamino)phenyl ONN-azoxycyanide as a yellow powder, m.pt. 240°-242° C. (Yield: 58.8% of theoretical).

Workup

  1. additionThe mixture was poured on ice-water (100 ml)
  2. filtrationthe precipitate filtered off

Sources & evidence

ORD record
ord-39666c02b0f841f9a1fbd8f02e5f7563
Source dataset
uspto-grants-1995_12
Patent number
US05475093

Reaction notes

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