Acetic Acid → HCID 21288219, compound

HRID 1249367Notes

Reaction equation

HRID 1249367 reaction equation
[C:1]([C:3]([C:11]1[CH:16]=[CH:15][C:14]([N:17]2[C:22](=[O:23])[NH:21][C:20](=[O:24])C(C#N)=[N:18]2)=[CH:13][CH:12]=1)([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH3:4])#[N:2].Cl.[C:28]([OH:31])(=[O:30])[CH3:29]>>[C:1]([C:3]([C:11]1[CH:16]=[CH:15][C:14]([N:17]2[C:22](=[O:23])[NH:21][C:20](=[O:24])[C:29]([C:28]([OH:31])=[O:30])=[N:18]2)=[CH:13][CH:12]=1)([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)[CH3:4])#[N:2]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 21288295HCID 21288295, compound

Product 1

HCID 21288219HCID 21288219, compound

Procedure

A mixture of 6.86 parts of 2-[4-(1-cyano-1-phenylethyl)phenyl]-2,3,4,5-tetrahydro-3,5-dioxo-1,2,4-triazine-6-carbonitrile, 30 parts of concentrate hydrochloric acid and 150 parts of acetic acid was stirred and refluxed for 24 hours. The reaction mixture was evaporated and the residue was dissolved in trichloromethane. The latter was dried, filtered and evaporated, yielding 7.2 parts of 2-[4-(1-cyano-1-phenylethyl)phenyl]-2,3,4,5-tetrahydro-3,5-dioxo-1,2,4-triazine-6-carboxylic acid (intermediate 86).

Workup

  1. temperaturerefluxed for 24 hours
  2. customThe reaction mixture was evaporated
  3. dissolutionthe residue was dissolved in trichloromethane
  4. customThe latter was dried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-6f445d8a11b84361b64cb03132bb5bf1
Source dataset
uspto-grants-1986_12
Patent number
US04631278

Reaction notes

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