Sarcosine → 59724-83-3

HRID 1834348Notes

Reaction equation

HRID 1834348 reaction equation
[NH:1]([CH2:3][C:4]([OH:6])=[O:5])[CH3:2].[OH-].[Na+].C(Cl)(Cl)Cl.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1>O>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([S:20]([N:1]([CH2:3][C:4]([OH:6])=[O:5])[CH3:2])(=[O:22])=[O:21])=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 1088SarcosineHCID 6212ChloroformHCID 73984-Chlorobenzenesulfonyl chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 36274459724-83-3

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

4.3 Parts of sarcosine and 4.1 parts of sodium hydroxide are dissolved in 100 parts of water. To the resulting solution, 35 parts of chloroform containing 10 parts of p-chlorobenzenesulfonyl chloride is added, and the resulting mixture is stirred at 60° C for about 2 hours. After the reaction, the aqueous layer is separated and then acidified with hydrochloric acid to precipitate crystals. The crystals are collected by filtration and recrystallized from a mixed solvent comprising acetone and water to obtain 4.6 parts of N-p-chlorobenzenesulfonyl-sarcosine, m.p. 180.5°-182° C.

Workup

  1. customAfter the reaction
  2. customthe aqueous layer is separated
  3. customto precipitate crystals
  4. filtrationThe crystals are collected by filtration
  5. customrecrystallized from a mixed solvent

Sources & evidence

ORD record
ord-1282ef0105b74bc9ada0ded90bda0beb
Source dataset
uspto-grants-1978_01
Patent number
US04070176

Reaction notes

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