Benzoyl chloride → HCID 69749939, compound

HRID 496834

Reaction equation

HRID 496834 reaction equation
S(O)(O)(=O)=O.[CH3:6][O:7][C:8](=[NH:10])[NH2:9].[OH-:11].[Na+].[C:13](Cl)(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O>[C:13]([NH:10][C:8](=[N:9][C:13](=[O:11])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[O:7][CH3:6])(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 14798Sodium HydroxideHCID 169039Carbamimidic acid, methyl ester, sulfate (1:1)

Product 1

HCID 69749939HCID 69749939, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
7.5 °C

Procedure

O-Methylisourea hydrogen sulfate (17.2 g, 0.1 mol) was suspended in water (100 mL) containing NaOH (20 g, 0.5 mol) and the mixture cooled to 5-10° C. The mixture was stirred vigorously as benzoyl chloride (35.15 g, 0.25 mol) was added at such a rate that the reaction temperature did not rise above 15° C. After the last addition, the mixture was stirred for 3 h and the resulting solid collected by vacuum filtration to give N,N′-dibenzoylcarbamimidoic acid, methyl ester.

Workup

  1. additionwas added at such a rate that the reaction temperature
  2. customdid not rise above 15° C
  3. additionAfter the last addition
  4. filtrationthe resulting solid collected by vacuum filtration

Sources & evidence

ORD record
ord-cb9abf06b9da49438ab90561af0414ed
Source dataset
uspto-grants-2005_09
Patent number
US06946554B2

Linked notes

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