Water → N,N'-Dicyclohexylurea

HRID 1828785Notes

Reaction equation

HRID 1828785 reaction equation
[CH:1]1([N:7]=[C:8]=[N:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH2:16]>CN(C=O)C>[C:8]([NH:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)([NH:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)=[O:16]

Participants

4

Reactant 2

HCID 962WaterHCID 10868Dicyclohexylcarbodiimide

Product 1

HCID 4277N,N'-Dicyclohexylurea

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
4 °C

Procedure

To N-Teoct4 (0.017 g, 17 μmol) in 1 mL dry DMF was added dicyclohexylcarbodiimide (0.004 g, 18 μmol). After stirring for 30 minutes N-dimethyl-4-aminopyridine (0.004 g, 36 μmol) and Gly18 (SEQ ID NO: 6) (0.017 g,17 μmol) were added and the reaction stirred overnight. The cloudy solution was poured into 20 mL H2O and extracted twice with 10 mL CH2Cl2. The aqueous component was acidified to pH 3 with 1 N HCl and chilled to 4° C. The material was isolated by centrifugation and the pellet washed 3 times with 8 mL H2O. The pellet was dried in vacuum to yield dicyclohexylurea and N-TeocT4-Gly18 (SEQ ID NO:6).

Workup

  1. addition6) (0.017 g,17 μmol) were added
  2. extractionextracted twice with 10 mL CH2Cl2
  3. customThe material was isolated by centrifugation
  4. washthe pellet washed 3 times with 8 mL H2O
  5. customThe pellet was dried in vacuum

Sources & evidence

ORD record
ord-3994e07d65844b51b502cdad9f6fd043
Source dataset
uspto-grants-2006_06
Patent number
US07060708B2

Reaction notes

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