Chloroacetyl chloride → HCID 54547258, compound

HRID 542384Notes

Reaction equation

HRID 542384 reaction equation
[CH3:1][CH:2]([NH:8][C:9]1[C:10]([O:17][CH3:18])=[N:11][CH:12]=[N:13][C:14]=1[O:15][CH3:16])[CH:3]=[N:4][O:5][CH2:6][CH3:7].[Cl:19][CH2:20][C:21](Cl)=[O:22].[OH-].[Na+]>C(Cl)Cl>[CH3:1][CH:2]([N:8]([C:9]1[C:14]([O:15][CH3:16])=[N:13][CH:12]=[N:11][C:10]=1[O:17][CH3:18])[C:21](=[O:22])[CH2:20][Cl:19])[CH:3]=[N:4][O:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 14798Sodium HydroxideHCID 54283113HCID 54283113, compound

Product 1

HCID 54547258HCID 54547258, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

12.7 g N-[1-methyl-(ethoxyimino)ethyl]-4,6-dimethoxy-pyrimidine-5-amine and 150 ml dry CH2Cl2 are charged in a sulphonation flask. Thereto are added, dropwise, 6.2 g chloracetylchloride in 25 ml dry CH2Cl2. The reaction temperature rises from 22° to 28°. The reaction mixture is heated under reflux for 2 hours and cooled. Then 10% aqueous NaOH is added, the organic phase partitioned off, dried over Na2SO4 and evaporated.

Workup

  1. additionThereto are added
  2. customrises from 22° to 28°
  3. temperatureThe reaction mixture is heated
  4. temperatureunder reflux for 2 hours
  5. temperaturecooled
  6. customthe organic phase partitioned off
  7. dry with materialdried over Na2SO4
  8. customevaporated

Sources & evidence

ORD record
ord-957df801f7ef462dbebaf93c6c96e155
Source dataset
uspto-grants-1987_04
Patent number
US04657579

Reaction notes

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