Acetic Acid → HCID 13151869, compound

HRID 1075011Notes

Reaction equation

HRID 1075011 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:13][C:12]3[CH:14]=C(C#N)[CH:16]=[CH:17][C:11]=3[CH2:10][CH2:9][C:8]=2[CH:20]=1)(=[O:3])[CH3:2].S(=O)(=O)(O)O.[C:26]([OH:29])(=[O:28])[CH3:27]>>[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:13][C:12]3[CH:14]=[C:27]([C:26]([OH:29])=[O:28])[CH:16]=[CH:17][C:11]=3[CH2:10][CH2:9][C:8]=2[CH:20]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 13151868HCID 13151868, compound

Product 1

HCID 13151869HCID 13151869, compound

Procedure

Add 8.5 g. of the nitrile of Example 33 to a mixture of 220 ml. of acetic acid (glacial) and 220 ml. of 50% sulfuric acid. Heat the mixture at reflux under a nitrogen atmosphere overnight. Cool to room temperature and separate the solids by filtration. Recrystallize from acetic acid to obtain the title product. (m.p. 230°-232° C.)

Workup

  1. additionAdd 8.5 g
  2. temperatureHeat the mixture
  3. temperatureat reflux under a nitrogen atmosphere overnight
  4. customseparate the solids
  5. filtrationby filtration
  6. customRecrystallize from acetic acid

Sources & evidence

ORD record
ord-f8d69708f3844825bca425ce016b228d
Source dataset
uspto-grants-1983_07
Patent number
US04394515

Reaction notes

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