Sulfuric Acid → HCID 14501865, compound

HRID 2073187Notes

Reaction equation

HRID 2073187 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]3[N:14]=[CH:15][C:16]([C:17]#[N:18])=[C:12]3[N:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.S(=O)(=O)(O)[OH:20]>>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]3[N:14]=[CH:15][C:16]([C:17]([NH2:18])=[O:20])=[C:12]3[N:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 15042083HCID 15042083, compound

Product 1

HCID 14501865HCID 14501865, compound

Procedure

A 131.5 g amount of 7-(m-fluorophenyl) pyrazolo[1,5-a]pyrimidine-3-carbonitrile (prepared as described in U.S. Pat. No. 4,236,005) was dissolved in 500 ml of concentrated sulfuric acid by stirring at room temperature for 18 hours. The solution was then carefully poured into ice water. The precipitate which formed was collected by filtration then washed with 1N sodium hydroxide until pH 7 was achieved, followed by washing with water to remove the excess base. The crystalline material was dried in vacuo to give 136.3 g of the desired product as yellow crystals, m.p. 247°-249° C.

Workup

  1. customThe precipitate which formed
  2. filtrationwas collected by filtration
  3. washthen washed with 1N sodium hydroxide until pH 7
  4. washby washing with water
  5. customto remove the excess base
  6. customThe crystalline material was dried in vacuo

Sources & evidence

ORD record
ord-35d111b5f4a3476f8b818d468647f383
Source dataset
uspto-grants-1990_04
Patent number
US04916137

Reaction notes

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