p-Toluenesulfonic acid → HCID 53886939, compound

HRID 1973549Notes

Reaction equation

HRID 1973549 reaction equation
[C:1]([C:3]1[C:8]([CH:9]([CH3:11])[CH3:10])=[CH:7][C:6]([S:12]([NH2:15])(=[O:14])=[O:13])=[C:5]([CH:16]([CH3:18])[CH3:17])[CH:4]=1)#[N:2].[CH:19](OC)(OC)[O:20][CH3:21].C1(C)C=CC(S(O)(=O)=O)=CC=1>>[C:1]([C:3]1[C:8]([CH:9]([CH3:11])[CH3:10])=[CH:7][C:6]([S:12]([N:15]=[CH:19][O:20][CH3:21])(=[O:14])=[O:13])=[C:5]([CH:16]([CH3:18])[CH3:17])[CH:4]=1)#[N:2]

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 9005Trimethyl orthoformateHCID 21491925HCID 21491925, compound

Product 1

HCID 53886939HCID 53886939, compound

Procedure

To a mechanically stirred mixture of 27 parts of 4-cyano-2,5-diisopropylbenzenesulfonamide and 22 parts trimethyl orthoformate was added a trace of p-toluenesulfonic acid. The reaction was heated at reflux for 4 hours. It was filtered, the filtrate stripped to dryness in vacuo, and the resulting solid recrystallized from methanol to give the title product, m.p. 130°-132°.

Workup

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 4 hours
  3. filtrationIt was filtered
  4. customthe resulting solid recrystallized from methanol

Sources & evidence

ORD record
ord-9373e88a3c22423e81fd69d7bda22e35
Source dataset
uspto-grants-1976_12
Patent number
US03997603

Reaction notes

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