HCID 4774782, compound → MLS000757023

HRID 224783Notes

Reaction equation

HRID 224783 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 g. (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. custom(0.030 mole) is melted in a round bottom flask
  2. customequipped with a magnetic stirring bar
  3. customimmersed in an oil bath at 261° C
  4. temperatureThe molten material is heated
  5. customby bubbling of the reaction mixture
  6. dissolutionThe molten mass is then dissolved in dimethylformamide
  7. additionthe warm solution is poured into a volume of methanol larger than the reaction mixture
  8. customThe precipitate is collected
  9. customrecrystallized from a mixture of dimethylformamide and methanol
  10. customto yield 4.92 g

Sources & evidence

ORD record
ord-e7e1de623dae47e0b0df35529a51d2f9
Source dataset
uspto-grants-1980_11
Patent number
US04234581

Reaction notes

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