Water → F3099-5022

HRID 463964Notes

Reaction equation

HRID 463964 reaction equation
[C:1]([C:3]1[C:4](=[O:21])[NH:5][N:6]=[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)#N.S(=O)(=O)(O)[OH:23].[OH2:27]>>[C:1]([C:3]1[C:4](=[O:21])[NH:5][N:6]=[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([OH:23])=[O:27]

Participants

4

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 957574-Pyridazinecarbonitrile, 2,3-dihydro-3-oxo-5,6-diphenyl-

Product 1

HCID 735030F3099-5022

Conditions

Temperature
150 °C

Procedure

50 grams (0.183 mole) of the product of Example 1 was reacted with a mixture of 250 mls of conc. sulfuric acid and 50 mls of distilled water. This solution was heated to 150° C. for 6 hours, cooled and the mixture poured into ice. The precipitant solid was filtered, washed with water and air dried. This solid was recrystallized from absolute ethyl alcohol to give 4.0 grams (7.5%) yield of a white solid that melts at 243°-244° C. Calculated for C17H12N2O3C, 68.6; H, 4.04; N, 9.5. Found: C, 69.8; H, 4.13; N, 9.59.

Workup

  1. temperaturecooled
  2. additionthe mixture poured into ice
  3. filtrationThe precipitant solid was filtered
  4. washwashed with water and air
  5. customdried
  6. customThis solid was recrystallized from absolute ethyl alcohol
  7. customto give 4.0 grams (7.5%) yield of a white solid that melts at 243°-244° C

Sources & evidence

ORD record
ord-92817439f3cb4832aa9009acd129fc4a
Source dataset
uspto-grants-1985_10
Patent number
US04545810

Reaction notes

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