Acetic Acid → HCID 21288219, compound

HRID 868309Notes

Reaction equation

HRID 868309 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-acb48ea7cf064c26bc9f85825ddd26be
Source dataset
uspto-grants-1988_10
Patent number
US04778887

Reaction notes

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