Hydrochloric Acid → HCID 43245906, compound

HRID 1059542Notes

Reaction equation

HRID 1059542 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-6e2176002c484aed86344c5c76e24b1c
Source dataset
uspto-grants-2003_02
Patent number
US06521614B1

Reaction notes

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