HCID 19852896, compound → HCID 20465905, compound

HRID 1903922Notes

Reaction equation

HRID 1903922 reaction equation
[CH:1]([O:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([N:13]=[C:14]=[O:15])=[CH:9][CH:8]=1)=[O:6])([CH3:3])[CH3:2].[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:27]([CH2:28][CH2:29][CH2:30][C:31]#[N:32])[CH2:26][NH:25][N:24]=2)=[CH:19][CH:18]=1>C(OCC)C>[CH:1]([O:4][C:5]([C:7]1[CH:8]=[CH:9][C:10]([NH:13][C:14]([N:25]2[CH2:26][CH:27]([CH2:28][CH2:29][CH2:30][C:31]#[N:32])[C:23]([C:20]3[CH:19]=[CH:18][C:17]([Cl:16])=[CH:22][CH:21]=3)=[N:24]2)=[O:15])=[CH:11][CH:12]=1)=[O:6])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 19852896HCID 19852896, compoundHCID 20465917HCID 20465917, compound

Product 1

HCID 20465905HCID 20465905, compoundYield 83.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

51.5 g of the above-prepared 4-isopropoxycarbonylphenyl isocyanate were added to a solution of 61.9 g of 3-(4-chlorophenyl)-4-(3-cyanopropyl)-2-pyrazoline in 450 ml of diethyl ether at room temperature. After stirring for 30 minutes at room temperature, 500 ml of petroleum ether (40-60) were added, after which the reaction mixture was stirred at room temperature for another hour. The crystalline precipitate was sucked off, washed with petroleum ether (40-60) and dried in air. 95.0 g Of 1-(4-isopropoxycarbonylphenylcarbamoyl)-3-(4-chlorophenyl)-4-(3-cyanopropyl)-2-pyrazoline were obtained. After stirring 10 g of the resulting product with 100 ml of diethyl ether, a product was obtained having a melting point of 109°-113° C.

Workup

  1. stirringafter which the reaction mixture was stirred at room temperature for another hour
  2. washwashed with petroleum ether (40-60)
  3. customdried in air

Sources & evidence

ORD record
ord-a8533bcea6544845b37d7e7541c06c5e
Source dataset
uspto-grants-1984_03
Patent number
US04439440

Reaction notes

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