Hydrochloric Acid → HCID 43245906, compound

HRID 582580Notes

Reaction equation

HRID 582580 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5](CN)=[CH:4][CH:3]=1.[C:10]([C:12]1[CH:13]=[C:14]([N:18]=[C:19]=[O:20])[CH:15]=[CH:16][CH:17]=1)#[N:11].Cl.C(OCC)(=O)C.C[N:29]([CH3:32])C=O>>[C:10]([C:12]1[CH:13]=[C:14]([NH:18][C:19]([NH:29][C:32]2[CH:8]=[CH:9][C:2]([Br:1])=[CH:3][C:4]=2[CH3:5])=[O:20])[CH:15]=[CH:16][CH:17]=1)#[N:11]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 775714-BromobenzylamineHCID 27333153-Isocyanatobenzonitrile

Product 1

HCID 43245906HCID 43245906, compound

Procedure

A mixture of 4-bromobenzyl amine (3.81 g, 20 mmol) and 3-cyanophenyl isocyanate (2.65 g, 18.4 mmol) in dimethylformamide (60 mL) was stirred at ambient temperature for 48 h. The reaction was partioned between 1N hydrochloric acid solution (200 mL) and ethyl acetate (200 mL). The ethyl acetate solution was washed with water (5×100 mL), then dried (MgSO4) and evaporated to give 5.33 g of N-(3-cyanophenyl)-N'-(methyl(4-bromo)phenyl)urea.

Workup

  1. washThe ethyl acetate solution was washed with water (5×100 mL)
  2. dry with materialdried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-add823fa3ac24ea9983d12aac38d7b75
Source dataset
uspto-grants-1999_07
Patent number
US05925635

Reaction notes

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