Phosphoric Acid → HCID 70275165, compound

HRID 1107734Notes

Reaction equation

HRID 1107734 reaction equation
P(=O)(O)(O)O.[S:6]1[CH:10]=[CH:9][CH:8]=[C:7]1[CH2:11][CH2:12][N:13]=[C:14]=[S:15].[I:16][CH3:17]>CC(C)=O>[IH:16].[CH3:17][S:15][C:14]1[C:8]2[CH:9]=[CH:10][S:6][C:7]=2[CH2:11][CH2:12][N:13]=1

Participants

5

Reactant 3

HCID 1004Phosphoric Acid2×HCID 6328Methyl iodideHCID 101763092-(2-Isothiocyanatoethyl)thiophene

Product 1

HCID 70275165HCID 70275165, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a stirred solution of phosphoric acid (205 g) at 175° C. was added dropwise 2-(2-thienyl)ethylisothiocyanate (R. V. Davies et al., J. Chem. Soc., Perkin l, 1976, 138). The solution was stirred for 1 h, poured onto ice/water (3 L), the mixture stirred for 3 h to decompose the phosphoric acid, extracted with chloroform, dried over magnesium sulphate and evaporated to give a dark oil which solidified on standing. This solid was taken up in acetone (250 ml) and iodomethane (12 ml) was added. The reaction mixture was stirred for 4 h and the solid was collected to give the title compound as a yellow solid (26 g), m.p. 184-187° C.

Workup

  1. additionpoured onto ice/water (3 L)
  2. stirringthe mixture stirred for 3 h
  3. extractionextracted with chloroform
  4. dry with materialdried over magnesium sulphate
  5. customevaporated
  6. customto give a dark oil which
  7. stirringThe reaction mixture was stirred for 4 h
  8. customthe solid was collected

Sources & evidence

ORD record
ord-986319b1326e49e4a1e650abacf40d3c
Source dataset
uspto-grants-2000_05
Patent number
US06063789

Reaction notes

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