Sarcosine → N-methyl-N-carboxymethyl-N'-phenylurea

HRID 67243

Reaction equation

HRID 67243 reaction equation
[CH3:1][NH:2][CH2:3][C:4]([OH:6])=[O:5].[OH-].[Na+].[C:9]1([N:15]=[C:16]=[O:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>O>[CH3:1][N:2]([CH2:3][C:4]([OH:6])=[O:5])[C:16]([NH:15][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:17]

Participants

5

Reactant 3

HCID 1088SarcosineHCID 7672Phenyl isocyanateHCID 14798Sodium Hydroxide

Product 1

HCID 13052256N-methyl-N-carboxymethyl-N'-phenylurea

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
24 °C

Procedure

To a stirred solution of 70 g. of N-methylaminoacetic acid and 70 g. of sodium hydroxide in 500 ml. of water were added portion-wise over twenty minutes 100 g. of phenyl isocyanate. Following complete addition, the aqueous reaction mixture was stirred at 24° C. for two hours. The mixture was then filtered and the filtrate was acidified to pH 2 by the addition of corc. hydrochloric acid. The precipitate which formed was collected by filtration to provide N-methyl-N-carboxymethyl-N'-phenylurea.

Workup

  1. additionaddition
  2. filtrationThe mixture was then filtered
  3. additionthe filtrate was acidified to pH 2 by the addition of corc
  4. customThe precipitate which formed
  5. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-dbc581930adb4a588b6f3c7e80a4cdb8
Source dataset
uspto-grants-1982_08
Patent number
US04345935

Linked notes

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