Carbon Dioxide → HCID 68123318, compound

HRID 436238Notes

Reaction equation

HRID 436238 reaction equation
C(=O)([O-])[O-:2].[K+].[K+].O.[CH3:8][C:9]1[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[C:10]=1[NH:11][CH2:12][C:13]([NH2:15])=O.C(=O)=O.[Cl:24][CH2:25][C:26](Cl)=[O:27]>C(C(C)=O)C>[Cl:24][CH2:25][C:26]([N:11]([C:10]1[C:9]([CH3:8])=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:20])[C:12](=[O:2])[CH2:13][NH2:15])=[O:27]

Participants

7

Reactant 5

HCID 280Carbon DioxideHCID 962WaterHCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 15572228N~2~-(2,6-Dimethylphenyl)glycinamide

Product 1

HCID 68123318HCID 68123318, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

12.4 g of potassium carbonate and 0.5 ml of water are added to a solution of 14,5 g of 2,6-dimethylanilinoacetic acid amide in 150 ml of methyl ethyl ketone and 7.15 ml of chloroacetyl chloride are added dropwise thereto with stirring. The temperature rises in the process to 39° C and CO2 is evolved. The reaction mixture is stirred for 3 hours at room temperature, filtered and concentrated in vacuo to dryness. The crystalline residue is recrystallised from ethyl acetate to yield 6.3 g of N-chloroacetyl-N-(2,6-dimethylphenyl)-amino-acetamide (m.p. 135°-137° C).

Workup

  1. additionare added dropwise
  2. customrises in the process to 39° C
  3. stirringThe reaction mixture is stirred for 3 hours at room temperature
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo to dryness
  6. customThe crystalline residue is recrystallised from ethyl acetate

Sources & evidence

ORD record
ord-47e1c4ffd45548b68fecdda835a3b6f1
Source dataset
uspto-grants-1977_02
Patent number
US04008066

Reaction notes

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