Hydrochloric Acid → HCID 178516367, compound

HRID 37140Notes

Reaction equation

HRID 37140 reaction equation
[OH:1][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]3[CH:16]=[CH:15][C:14]([S:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:13][CH:12]=3)=[C:6]2[N:5]=[CH:4][C:3]=1C(O)=O.NC1C=CC=CC=1.O.Cl>CO>[OH:1][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]3[CH:16]=[CH:15][C:14]([S:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:13][CH:12]=3)=[C:6]2[N:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6115AnilineHCID 178524699HCID 178524699, compound

Product 1

HCID 178516367HCID 178516367, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 9.32 g of 7-hydroxy-6-carboxy-3-(4-phenylthiophenyl)pyrazolo[1,5-a]pyrimidine and 68 ml of aniline was heated and stirred at 80° C. for 1.5 hours to react. To the reaction mixture, 300 ml of water was added, and while ice-cooling, hydrochloric acid was added to adjust the pH to 1 to 2. Adding 100 ml of methanol, the mixture was stirred for 30 minutes while ice-cooling, and the precipitate was filtered, washed in cold water-methanol (3:1), and dried, and the title compound was obtained (8.17 g).

Workup

  1. temperaturewas heated
  2. customto react
  3. temperaturewhile ice-cooling
  4. stirringthe mixture was stirred for 30 minutes while ice-
  5. temperaturecooling
  6. filtrationthe precipitate was filtered
  7. washwashed in cold water-methanol (3:1)
  8. customdried

Sources & evidence

ORD record
ord-538a21cdd5ab47dfa211782ebdcf3db9
Source dataset
uspto-grants-1995_05
Patent number
US05420128

Reaction notes

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