Pyridine → HCID 19932564, compound

HRID 1194706Notes

Reaction equation

HRID 1194706 reaction equation
NC1C=C(N2C3C4C=CC=CC=4SCC=3C([C:21](=[O:34])[CH:22]([C:32]#[N:33])[C:23]([NH:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[O:24])=N2)C=CC=1.C(OC(=O)C)(=O)C.N1C=CC=CC=1>CN(C)C=O>[C:32]([CH:22]([CH:21]=[O:34])[C:23]([NH:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:24])#[N:33]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 21268416HCID 21268416, compound

Product 1

HCID 19932564HCID 19932564, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-[1-(3-amino-phenyl)-1,4-dihydro-[1]-benzothiopyrano[4,3-c]pyrazol-3-yl]-2-cyano-3-oxo-N-phenyl-propanamide (1.9 g) dissolved in dimethylformamide (25 ml) is reacted with acetic anhydride (5 ml) in the presence of pyridine (5 ml) at room temperature for 20 hours. The reaction mixture is diluted with ice water and the precipitate is filtered and washed with water: crystallization from dimethylformamide-ethanol gives 1.6 g of 3-[1-(3-acetylamino-)phenyl)-1,4-dihydro-[1]-benzothiopyrano[4,3-c]pyrazol-3-yl]-2-cyano-3-oxo-N-phenyl-propanamide.

Workup

  1. filtrationthe precipitate is filtered
  2. washwashed with water
  3. customcrystallization from dimethylformamide-ethanol

Sources & evidence

ORD record
ord-b72cacfd8bea40849c6ec2f546ef53b3
Source dataset
uspto-grants-1989_03
Patent number
US04816467

Reaction notes

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