Water → 2-n-Butyl-3-oxo-5-phenyl-1,2,4,6-thiatriazine-1,1-dioxide

HRID 1982172Notes

Reaction equation

HRID 1982172 reaction equation
[C:1]([NH:10][C:11](=[N:18][S:19](=[O:26])(=[O:25])[NH:20][CH2:21][CH2:22][CH2:23][CH3:24])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(OC1C=CC=CC=1)=[O:2].[H-].[Na+].O>C1COCC1>[CH2:21]([N:20]1[C:1](=[O:2])[NH:10][C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:18][S:19]1(=[O:26])=[O:25])[CH2:22][CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 962WaterHCID 24758Sodium hydrideHCID 131714714HCID 131714714, compound

Product 1

HCID 212690942-n-Butyl-3-oxo-5-phenyl-1,2,4,6-thiatriazine-1,1-dioxide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of the benzamidine compound from Step 2. above (0.5 g) in THF (20 ml) is added to a suspension of NaH (110 mg of 60% mineral oil suspension, washed) in THF (10 ml), and the reaction mixture refluxed for about four hours. The mixture is poured into H2O, extracted with diethyl ether, the etheral layer washed, dried and evaporated affording the desired product.

Workup

  1. temperaturethe reaction mixture refluxed for about four hours
  2. extractionextracted with diethyl ether
  3. washthe etheral layer washed
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-891081a565024a2fbc803feea2d6b3f3
Source dataset
uspto-grants-1986_06
Patent number
US04595683

Reaction notes

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