HCID 4774782, compound → MLS000757023

HRID 237122Notes

Reaction equation

HRID 237122 reaction equation
[NH2:1][C:2]([C:4]1[C:5]2[CH2:20][CH2:19][CH2:18][CH2:17][C:6]=2[S:7][C:8]=1[NH:9][C:10](=O)[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:3]>O>[O:3]=[C:2]1[NH:1][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:9][C:8]2[S:7][C:6]3[CH2:17][CH2:18][CH2:19][CH2:20][C:5]=3[C:4]1=2

Participants

3

Reactant 1

HCID 4774782HCID 4774782, compound

Product 1

HCID 329038MLS000757023Yield 48%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product of Procedure 1, 8.89 (0.030 mole) is melted in a round bottom flask equipped with a magnetic stirring bar and immersed in an oil bath at 261° C. The molten material is heated with stirring until the evolution of water as is evidenced by bubbling of the reaction mixture is no longer evident. About 5-15 min. is sufficient. The molten mass is then dissolved in dimethylformamide and the warm solution is poured into a volume of methanol larger than the reaction mixture. The precipitate is collected, and recrystallized from a mixture of dimethylformamide and methanol to yield 4.92 g. (48%) of the desired product as fine yellow needles, m.p. 207.0°-209.0° C.

Workup

  1. customequipped with a magnetic stirring bar
  2. customimmersed in an oil bath at 261° C
  3. temperatureThe molten material is heated
  4. customby bubbling of the reaction mixture
  5. dissolutionThe molten mass is then dissolved in dimethylformamide
  6. additionthe warm solution is poured into a volume of methanol larger than the reaction mixture
  7. customThe precipitate is collected
  8. customrecrystallized from a mixture of dimethylformamide and methanol
  9. customto yield 4.92 g

Sources & evidence

ORD record
ord-459188027f8440d79ce27c75769536ed
Source dataset
uspto-grants-1979_06
Patent number
US04159377

Reaction notes

Loading…