Sarcosine → HCID 11819383, compound

HRID 973248Notes

Reaction equation

HRID 973248 reaction equation
[NH:1]([CH2:3][C:4]([OH:6])=[O:5])[CH3:2].[Cl:7][CH2:8][C:9](Cl)=[O:10]>C(OCC)(=O)C>[Cl:7][CH2:8][C:9]([N:1]([CH2:3][C:4]([OH:6])=[O:5])[CH3:2])=[O:10]

Participants

4

Reactant 2

HCID 1088SarcosineHCID 6577Chloroacetyl chloride

Product 1

HCID 11819383HCID 11819383, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

8.8 Grams (0.1 mole) of sarcosine was suspended in 100 ml of ethyl acetate and refluxed under anhydrous conditions with 22.6 grams (0.2 mole) of chloroacetyl chloride for 12 hours. The unreacted sarcosine was then filtered and the excess solvent and chloroacetyl chloride removed from the filtrate by vacuum distillation. The resulting oil was crystallized with the aid of a small quantity of diethyl ether. There was obtained 12.5g (76%) of N-(Chloroacetyl)sarosine whose structure was consistent with infrared analysis and element analysis for C, H, N, and Cl.

Workup

  1. filtrationThe unreacted sarcosine was then filtered
  2. customthe excess solvent and chloroacetyl chloride removed from the filtrate by vacuum distillation
  3. customThe resulting oil was crystallized with the aid of a small quantity of diethyl ether
  4. customThere was obtained 12.5g (76%) of N-(Chloroacetyl)sarosine whose structure

Sources & evidence

ORD record
ord-13c3a26d22f745f49f8f727d77c01612
Source dataset
uspto-grants-1977_10
Patent number
US04055663

Reaction notes

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