Hydrochloric Acid → HCID 19981542, compound

HRID 1461124Notes

Reaction equation

HRID 1461124 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].Cl.[NH:7]([CH2:9][C:10]([NH2:12])=[O:11])[CH3:8].C(=O)(O)[O-].[Na+].Cl>C1C=CC=CC=1.O>[Cl:1][CH2:2][C:3]([N:7]([CH2:9][C:10]([NH2:12])=[O:11])[CH3:8])=[O:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 516892Sodium BicarbonateHCID 138929562-(Methylamino)acetamide hydrochloride

Product 1

HCID 19981542HCID 19981542, compoundYield 52%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 962WaterSolvent

Procedure

A solution of chloroacetyl chloride (0.1 mole, 11.3 g) in benzene (40 ml) was added over 30 min to a mixture of sarcosinamide hydrochloride (0.1 mole, 12.45 g) and sodium bicarbonate (0.25 mole, 20.0 g) in 40 ml of water. The mixture was vigorously stirred for 3 h at room temperature. The aqueous phase was acidified with 5M hydrochloric acid to pH 5 and extracted with ethyl acetate (3×400 ml). The combined extracts were dried over anhydrous sodium sulphate and evaporated in vacuo. The solid residue obtained was recrystallized from ethanol-ether to give 8.5 g (52%) of the title compound. Mp 85°-86° C.

Workup

  1. extractionextracted with ethyl acetate (3×400 ml)
  2. dry with materialThe combined extracts were dried over anhydrous sodium sulphate
  3. customevaporated in vacuo
  4. customThe solid residue obtained
  5. customwas recrystallized from ethanol-ether

Sources & evidence

ORD record
ord-f8173cda14794ab7b9909c6412c37795
Source dataset
uspto-grants-1991_12
Patent number
US05073641

Reaction notes

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