Acetic Anhydride → HCID 20535088, compound

HRID 1156615Notes

Reaction equation

HRID 1156615 reaction equation
[NH2:1][C:2]1[N:7]2[O:8][C:9](=[O:11])[N:10]=[C:6]2[N:5]=[C:4]([N:12]([CH2:16][CH:17]=[CH2:18])[CH2:13][CH:14]=[CH2:15])[N:3]=1.[C:19](OC(=O)C)(=[O:21])[CH3:20]>N1C=CC=CC=1>[CH2:13]([N:12]([CH2:16][CH:17]=[CH2:18])[C:4]1[N:3]=[C:2]([NH:1][C:19](=[O:21])[CH3:20])[N:7]2[O:8][C:9](=[O:11])[N:10]=[C:6]2[N:5]=1)[CH:14]=[CH2:15]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 20535125HCID 20535125, compound

Product 1

HCID 20535088HCID 20535088, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

6 g. of 7-amino-5-diallylamino-2H-[1,2,4]oxadiazolo[2,3-a]-s-triazin-2-one are stirred at room temperature for 18 hours with 60 ml. of absolute pyridine and 8 ml. of acetic acid anhydride. The solvents are distilled off at 40° C. and the residue is dissolved in 220 ml. of methylene chloride. The solution obtained is washed with 1-N hydrochloric acid, dried over sodium sulfate and evaporated to dryness under reduced pressure. The residue is recrystallized from methylene chloride and diethyl ether, there being obtained N-{5-diallylamino-2-oxo-2H-[1,2,4]oxadiazolo[2,3-a]-s-triazin-7-yl}acetamide having a melting point of 164°-165° C.

Workup

  1. distillationThe solvents are distilled off at 40° C.
  2. dissolutionthe residue is dissolved in 220 ml
  3. customThe solution obtained
  4. washis washed with 1-N hydrochloric acid
  5. dry with materialdried over sodium sulfate
  6. customevaporated to dryness under reduced pressure
  7. customThe residue is recrystallized from methylene chloride and diethyl ether, there

Sources & evidence

ORD record
ord-377e412edcef4afcba56db068fca9e9f
Source dataset
uspto-grants-1982_06
Patent number
US04336380

Reaction notes

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