Water → HCID 86751766, compound

HRID 1941093Notes

Reaction equation

HRID 1941093 reaction equation
[NH2:1][N:2]=[CH:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:19])[NH:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:6][CH:5]=1.[OH-].[Na+].Cl[C:23]([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:24].O>C1COCC1>[CH2:26]([O:25][C:23]([NH:1][N:2]=[CH:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:19])[NH:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:6][CH:5]=1)=[O:24])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

6

Reactant 4

HCID 962WaterHCID 10387Benzyl chloroformateHCID 14798Sodium Hydroxide2×HCID 85797117HCID 85797117, compound

Product 1

HCID 86751766HCID 86751766, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

0.50 g (1.66 mol) of ethyl (3-(4-(aminoiminomethyl)phenyl)ureido)acetate in 20 ml of THF is treated with 2.7 ml of 1N NaOH and cooled to 0° C. 0.29 ml (1.99 mmol) of benzyl chloroformate is added to this mixture and it is stirred at room temperature for 2 h. The pH is kept between 9 and 10 using 1N NaOH. The mixture is then treated with 50 ml of water and extracted with ethyl acetate. After drying (MgSO4), the solvent is removed in vacuo and the residue is stirred with ether.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialAfter drying (MgSO4)
  3. customthe solvent is removed in vacuo
  4. stirringthe residue is stirred with ether

Sources & evidence

ORD record
ord-4bbcf1e6cb29437d9fbe364b006ee98a
Source dataset
uspto-grants-1997_12
Patent number
US05703050

Reaction notes

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