Phosphorus sulfide (P2S5) → HCID 20059996, compound

HRID 1757967Notes

Reaction equation

HRID 1757967 reaction equation
[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[C:3]([C:14]([NH2:16])=O)[N:2]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:18]>N1C=CC=CC=1>[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[C:3]([C:14](=[S:18])[NH2:16])[N:2]=1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 131294659H-beta-Carboline-3-carboxamide

Product 1

HCID 20059996HCID 20059996, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A stirred mixture of 5.0 g of β-carbolin-3-carboxamide dissolved in 100 ml of dry pyridine and 5.0 g of phosphorus pentasulfide is boiled under reflux for 4 hours. The cooled reaction mixture is concentrated to about 25 ml in vacuo and poured into 1 liter of ice water. After adjusting the pH of the mixture to 8.5 with aqueous ammonia, a solid is filtered off, washed thoroughly with water and dried. The substance formed (3.2 g) is recrystallized from n-butyl alcohol to form β-carbolin-3-carbothioamide of a melting point of 274°-276° C.

Workup

  1. temperatureunder reflux for 4 hours
  2. customThe cooled reaction mixture
  3. concentrationis concentrated to about 25 ml in vacuo
  4. additionpoured into 1 liter of ice water
  5. filtrationa solid is filtered off
  6. washwashed thoroughly with water
  7. customdried
  8. customThe substance formed (3.2 g)
  9. customis recrystallized from n-butyl alcohol

Sources & evidence

ORD record
ord-80858dbb5c414be9b793e14a0551b993
Source dataset
uspto-grants-1983_02
Patent number
US04371536

Reaction notes

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