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Urea → 1-[3-(4-Cyanophenyl)propyl]-1-(2-hydroxyethyl)urea

HRID 899127
Notes
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Reaction equation

HRID 899127 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1.[NH2:16][C:17](N)=[O:18]>O>[C:12]([C:11]1[CH:14]=[CH:15][C:8]([CH2:7][CH2:6][CH2:5][N:4]([CH2:3][CH2:2][OH:1])[C:17]([NH2:16])=[O:18])=[CH:9][CH:10]=1)#[N:13]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 1176UreaHCID 690715794-[3-(2-Hydroxyethylamino)propyl]benzonitrile

Product 1

HCID 690736841-[3-(4-Cyanophenyl)propyl]-1-(2-hydroxyethyl)ureaYield 72.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

4-[3-(2-Hydroxyethylamino)propyl]benzonitrile (6.7 g, 0.0328 mol; see Preparation A(v) above) and urea (2 g, 0.0328 mol) were mixed and heated at 130° C. for 2 h. The reaction mixture was cooled to room temperature and water was added. The resulting solid was filtered and dried to give 5.9 g (72%) of the sub-title compound as a white solid.

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe resulting solid was filtered
  3. customdried

Sources & evidence

ORD record
ord-fe88e7508e4949ee8e24b57e4589944e
Source dataset
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07354917B2

Reaction notes

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