HCID 54315390, compound → HCID 54446657, compound

HRID 893070Notes

Reaction equation

HRID 893070 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][CH:12]2[CH2:17][S:16][C:15](=[O:18])[NH:14][NH:13]2)=[CH:6][CH:5]=1)([O-])=O>N1C=CC=CC=1.O>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][CH:12]2[CH2:17][S:16][C:15](=[O:18])[NH:14][NH:13]2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 54315390HCID 54315390, compound

Product 1

HCID 54446657HCID 54446657, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

To a solution containing 7.5 g of 5-[2-(4-nitrophenyl)ethenyl]-5,6-dihydro-1,3,4-thiadiazin-2(3H)one (Example 46) in 300 ml of pyridine 18.0 g sodium dithionite in 150 ml of water was gradually added. The mixture was refluxed for 5 h. The organic phase was separated and evaporated to dryness in vacuo. The residue was treated with water and the product was filtered. Yield 4.0 g (60%), mp. 188°-196° C.

Workup

  1. additionwas gradually added
  2. temperatureThe mixture was refluxed for 5 h
  3. customThe organic phase was separated
  4. customevaporated to dryness in vacuo
  5. additionThe residue was treated with water
  6. filtrationthe product was filtered

Sources & evidence

ORD record
ord-326270f64a9c4dd08eaebf969c2d2ae2
Source dataset
uspto-grants-1992_06
Patent number
US05122524

Reaction notes

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