Dibutylamine → HCID 13281490, compound

HRID 1249129Notes

Reaction equation

HRID 1249129 reaction equation
[C:1]([C:3]1[CH:4]=[N:5][N:6]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[C:15]=2[Cl:22])[C:7]=1[N:8]1[CH:11]([CH3:12])[CH2:10][C:9]1=[O:13])#[N:2].[CH2:23]([NH:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:24][CH2:25][CH3:26]>>[C:1]([C:3]1[CH:4]=[N:5][N:6]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[C:15]=2[Cl:22])[C:7]=1[NH:8][CH:11]([CH3:12])[CH2:10][C:9]([N:27]([CH2:28][CH2:29][CH2:30][CH3:31])[CH2:23][CH2:24][CH2:25][CH3:26])=[O:13])#[N:2]

Participants

3

Reactant 2

HCID 8148DibutylamineHCID 13281480HCID 13281480, compound

Product 1

HCID 13281490HCID 13281490, compound

Procedure

A solution of 4-cyano-5-(4-methyl-2-oxo-azetidin-1-yl)-1-(2,3,4-trichlorophenyl)pyrazole (1.0 g; prepared as described in Example 32) in di-n-butylamine (20 ml) was heated under reflux for 31/2 hours. The reaction mixture was evaporated to dryness and the residue chromatographed using dichloromethane-ethyl acetate (40:1) as eluent. Evaporation of the eluate containing the major component gave 4-cyano-5-[2-di-(n-butyl)aminocarbonyl-1-methylethyl]amino-1-(2,3,4-trichlorophenyl)pyrazole (0.95 g), m.p. 101°-103° C., in the form of a colourless solid.

Workup

  1. temperatureunder reflux for 31/2 hours
  2. customThe reaction mixture was evaporated to dryness
  3. customthe residue chromatographed
  4. customEvaporation of the eluate
  5. additioncontaining the major component

Sources & evidence

ORD record
ord-93f07f41c687401e8030a4585f36fff0
Source dataset
uspto-grants-1986_12
Patent number
US04629495

Reaction notes

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