Sulfuric Acid → HCID 15279830, compound

HRID 2211262Notes

Reaction equation

HRID 2211262 reaction equation
[CH2:1]([N:5]([CH2:15][C:16](Cl)=[CH2:17])[C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[S:7])[CH2:2][CH2:3][CH3:4].S(=O)(=O)(O)O.C(=O)([O-])O.[Na+]>O>[C:9]1([N:8]=[C:6]2[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[CH:15]=[C:16]([CH3:17])[S:7]2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 15279829HCID 15279829, compound

Product 1

HCID 15279830HCID 15279830, compoundYield 39.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

N-butyl-N-(2-chloro-2-propenyl)-N'-phenylthiourea (0.26 g) was added to 90% sulfuric acid (2.5 g) at room temperature with stirring, and the mixture was heated to 50° C. and stirred at the same temperature for 1.5 hour. After cooling, water was added to the reaction mixture, which was then neutralized by addition of sodium hydrogen carbonate and extracted with ethyl acetate. The organic layer was washed with water. The solvent was removed by distillation under reduced pressure, which afforded 0.09 g of 2-(N-phenylimino)-3-butyl-5-methyl-4-thiazoline as an oil (34% yield).

Workup

  1. stirringstirred at the same temperature for 1.5 hour
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. customThe solvent was removed by distillation under reduced pressure, which

Sources & evidence

ORD record
ord-25a982d126dd44bd980358f0d1297f44
Source dataset
uspto-grants-1995_10
Patent number
US05463069

Reaction notes

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