Dimethylcarbamoyl Chloride → HCID 20297540, compound

HRID 1389001Notes

Reaction equation

HRID 1389001 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][N:11]=[C:10]([CH2:13][CH2:14][CH2:15][CH3:16])[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:17][N:18]([CH3:22])[C:19](Cl)=[O:20]>N1C=CC=CC=1>[CH2:13]([C:10]1[N:9]=[C:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([NH:1][C:19]([N:18]([CH3:22])[CH3:17])=[O:20])[CH:3]=2)[O:12][N:11]=1)[CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 6598Dimethylcarbamoyl ChlorideHCID 202975383-(3-Butyl-1,2,4-oxadiazol-5-yl)benzenamine

Product 1

HCID 20297540HCID 20297540, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

8.0 g (0.037 mol) of 5-(3-aminophenyl)-3-butyl-1,2,4-oxadiazole were dissolved in 15 ml pyridine and were reacted with 3.4 ml (0.037 mol) of dimethylcarbamoylchloride. The reaction was complete after stirring for 8 hours at room temperature. The mass was then reacted with about 100 ml ice water resulting in precipitation of the reaction product. The reaction produce was removed by suction, subjected to drying at 50° C. in a vacuum and recrystallized from diisopropylether. There were obtained 8.3 g=77.5% of the theoretical value of 3-butyl-5-[3-(3,3-dimethylureido)-phenyl]-1,2,4-oxadiazole; m.p. 108° to 110° C.

Workup

  1. customThe reaction produce
  2. customwas removed by suction
  3. customto drying at 50° C. in a vacuum
  4. customrecrystallized from diisopropylether

Sources & evidence

ORD record
ord-cc864439725c4c3fb4d8a025d6a2f2c3
Source dataset
uspto-grants-1981_01
Patent number
US04243409

Reaction notes

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