Dichloromethane → HCID 86737829, compound

HRID 1680925Notes

Reaction equation

HRID 1680925 reaction equation
[CH2:1]([N:4]([CH2:28][CH:29]=[CH2:30])[C:5]1[N:10]=[C:9]([NH:11][C:12]([O:14][CH2:15][CH:16]([CH3:18])[CH3:17])=[O:13])[N+:8]([O-:19])=[C:7]([NH:20][C:21](OCC(C)C)=[O:22])[N:6]=1)[CH:2]=[CH2:3].C(Cl)Cl.[OH-].[Na+]>O>[CH2:1]([N:4]([CH2:28][CH:29]=[CH2:30])[C:5]1[N:10]=[C:9]([NH:11][C:12]([O:14][CH2:15][CH:16]([CH3:18])[CH3:17])=[O:13])[N:8]2[O:19][C:21](=[O:22])[N:20]=[C:7]2[N:6]=1)[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 178457170HCID 178457170, compound

Product 1

HCID 86737829HCID 86737829, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

18 g. of diisobutyl 6-diallylamino-s-triazine-2,4-dicarbamate-3-oxide are dissolved while stirring in 560 ml. of methylene chloride and treated with 1800 ml. of water and sufficient concentrated sodium hydroxide so that the pH value of the mixture amounts to 12.7. The mixture is then stirred for 75 minutes and the two phases are separated. The alkaline-aqueous phase is adjusted to pH 4 with 3-N hydrochloric acid and then extracted three times with methylene chloride. The organic extracts are dried over sodium sulfate and evaporated under reduced pressure. The residue is recrystallized from methylene chloride and diethyl ether, there being obtained pure isobutyl 5-diallylamino-2-oxo-2H-[1,2,4]oxadiazolo[2,3-a]-s-triazine-7-carbamate having a melting point of 161°-163° C.

Workup

  1. stirringThe mixture is then stirred for 75 minutes
  2. customthe two phases are separated
  3. extractionextracted three times with methylene chloride
  4. dry with materialThe organic extracts are dried over sodium sulfate
  5. customevaporated under reduced pressure
  6. customThe residue is recrystallized from methylene chloride and diethyl ether, there

Sources & evidence

ORD record
ord-8ab1b44673fb4bc7b86efb43154372f5
Source dataset
uspto-grants-1981_06
Patent number
US04276417

Reaction notes

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