Water → HCID 178524019, compound

HRID 893938Notes

Reaction equation

HRID 893938 reaction equation
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[NH:13][N:12]=[C:11]([C:14]([OH:16])=[O:15])[CH:10]=1.[C:17](=S)=[S:18].N1C=CC=CC=1.O>CO>[S:18]=[C:17]1[N:13]2[N:12]=[C:11]([C:14]([OH:16])=[O:15])[CH:10]=[C:9]2[C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[NH:2]1

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 6348Carbon DisulfideHCID 178479033HCID 178479033, compound

Product 1

HCID 178524019HCID 178524019, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 600 mg (0.0025 mole) of 5-(2-aminophenyl)-1H-pyrazole-3-carboxylic acid hydrochloride, 1.98 ml of carbon disulfide, 3.2 ml of pyridine and 0.16 ml of water are refluxed under N2 for 40 hours. The reaction mixture is stripped to dryness and the solid obtained is taken up in 175 ml methanol and filtered while hot. The clear light-yellow filtrate is concentrated down to a volume of 80 ml and cooled. The cotton-like precipitates are filtered and dried in vacuo over a 72 hour period at 80°. Yield: 394.8 mg, m.p. 272°-273°, 64.4% recryst. yield.

Workup

  1. temperatureare refluxed under N2 for 40 hours
  2. customthe solid obtained
  3. filtrationfiltered while hot
  4. concentrationThe clear light-yellow filtrate is concentrated down to a volume of 80 ml
  5. temperaturecooled
  6. customThe cotton-like precipitates
  7. filtrationare filtered
  8. customdried in vacuo over a 72 hour period at 80°
  9. customyield

Sources & evidence

ORD record
ord-3cb8270a47444bdaa73771cad734f66e
Source dataset
uspto-grants-1981_08
Patent number
US04282226

Reaction notes

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