Sarcosine → 1-Methyl-3-n-nonyl hydantoin

HRID 67791

Reaction equation

HRID 67791 reaction equation
Cl[NH:2][C:3]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]C)=O.N(CC(O)=O)[CH3:15].[OH-].[Na+].[NH:22]1[CH2:28][C:26](=[O:27])N[C:23]1=[O:24]>C(O)(C)(C)C.O>[CH3:15][N:22]1[CH2:28][C:26](=[O:27])[N:2]([CH2:3][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:23]1=[O:24]

Participants

7

Reactant 4

HCID 1088SarcosineHCID 10006HydantoinHCID 14798Sodium HydroxideHCID 19040089capric N-chloramide

Product 1

HCID 705494051-Methyl-3-n-nonyl hydantoinYield 90%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6386tert-ButanolSolvent

Procedure

In accordance with the procedure described in Example 6, 41 g (0.2 mol) capric N-chloramide were reacted with sarcosine, sodium hydroxide in a mixture of tertiary butanol and water and then processed. The hydantoin remained in the aqueous solution was an oil, that was extracted with ether. The ether was removed by distillation to yield 43 g (90% yield) 1-methyl-3-n-nonyl hydantoin of the formula ##STR10## having the following analysis:

Workup

  1. extractionwas extracted with ether
  2. customThe ether was removed by distillation

Sources & evidence

ORD record
ord-37b99b25d34c4e0887d8172c6d4f7e0f
Source dataset
uspto-grants-1982_08
Patent number
US04346233

Linked notes

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