Phosphorus sulfide (P2S5) → HCID 20358395, compound

HRID 442154Notes

Reaction equation

HRID 442154 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[N:5][C:6]2[CH:7]([C:13]([NH2:15])=O)[CH2:8][CH2:9][CH2:10][C:11]=2[CH:12]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:19]>N1C=CC=CC=1.S>[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[N:5][C:6]2[CH:7]([C:13](=[S:19])[NH2:15])[CH2:8][CH2:9][CH2:10][C:11]=2[CH:12]=1

Participants

5

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 20358419HCID 20358419, compound

Product 1

HCID 20358395HCID 20358395, compound

Reagents, catalysts & solvents 2

HCID 402Hydrogen SulfideSolvent2×HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

The amide (1 mol) is dissolved in dry pyridine saturated with H2S gas and treated with P2S5 (1 mol) then heated at reflux for 45 min. while maintaining a slow stream of H2S gas. The reaction mixture is evaporated to dryness in vacuo and cooled to 0° C, made alkaline with 10% sodium hydroxide and the solution extracted with chloroform (3 times). The combined extracts are washed with brine, dried and evaporated in vacuo to give the title compound.

Workup

  1. temperaturethen heated
  2. temperatureat reflux for 45 min.
  3. customThe reaction mixture is evaporated to dryness in vacuo
  4. extractionthe solution extracted with chloroform (3 times)
  5. washThe combined extracts are washed with brine
  6. customdried
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-d1d027bcbe6c42328d70e89a228aeea6
Source dataset
uspto-grants-1977_08
Patent number
US04044138

Reaction notes

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