Dichloromethane → HCID 13022597, compound

HRID 1156208Notes

Reaction equation

HRID 1156208 reaction equation
[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:5]=1[NH:6][C:7](=[O:10])[CH2:8][Cl:9])([O-:3])=[O:2].[CH3:18][O:19][CH2:20]Cl.C(Cl)Cl.C(=O)([O-])[O-].[Na+].[Na+]>O>[Cl:9][CH2:8][C:7]([N:6]([CH2:18][O:19][CH3:20])[C:5]1[C:11]([N+:15]([O-:17])=[O:16])=[CH:12][CH:13]=[CH:14][C:4]=1[N+:1]([O-:3])=[O:2])=[O:10]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 7864Chloromethyl Methyl EtherHCID 10340Sodium CarbonateHCID 5014604Acetamide, 2-chloro-N-(2,6-dinitrophenyl)-

Product 1

HCID 13022597HCID 13022597, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 500 ml. stirred flask was added 3.0 g. (0.012 moles) of 2',6'-dinitro-2-chloroacetanilide, 2.5 ml. of chloromethyl methyl ether, 1.0 g. of phase transfer catalyst and 150 ml. of methylene chloride. Thereafter, 75 ml. saturated sodium carbonate solution was added in one portion and stirring continued for 50 minutes. At the end of this period, water was added to aid separation and the aqueous/organic mixture was allowed to stand overnight. The product, 2-chloro-2',6'-dinitro-N-(methoxymethyl)acetanilide, 2.9 g. m.p. 105.5°-108° C. was obtained in 80% yield.

Workup

  1. additionwas added 3.0 g
  2. stirringstirring
  3. customseparation
  4. waitto stand overnight
  5. customm.p. 105.5°-108° C. was obtained in 80% yield

Sources & evidence

ORD record
ord-6ce1d7f468b747fc8a4d7f2ecac94728
Source dataset
uspto-grants-1982_06
Patent number
US04334909

Reaction notes

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