Hydrochloric Acid → HCID 69180446, compound

HRID 970397Notes

Reaction equation

HRID 970397 reaction equation
[H-].[Na+].[C:3]([CH2:5][C:6]([NH2:8])=[O:7])#[N:4].F[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-:18])=[O:17].Cl>CN(C=O)C>[C:3]([CH:5]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-:18])=[O:17])[C:6]([NH2:8])=[O:7])#[N:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7898CyanoacetamideHCID 24758Sodium hydrideHCID 738951-Fluoro-2-nitrobenzene

Product 1

HCID 69180446HCID 69180446, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

7.1 448 g of NaH are introduced into 9 l of DMF, then 967 g of cyanoacetamide are added in portions over the course of 1 hour at 2-8° with strong ice cooling and under a nitrogen atmosphere. The mixture is stirred for a further 30 minutes, 600 ml of 1-fluoro-2-nitrobenzene are added, and the mixture is stirred for a further 2 hours. The mixture is poured into 50 l of ice-water, acidified using 3 l of conc. HCl and subjected to further conventional work-up, giving 956 g of 2-cyano-2-(2-nitrophenyl)acetamide (“GA”), m.p. 172-174°.

Workup

  1. stirringthe mixture is stirred for a further 2 hours

Sources & evidence

ORD record
ord-4276b3f815b943fe8e10b7301e3b7c56
Source dataset
uspto-grants-2007_12
Patent number
US07312224B2

Reaction notes

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