Isopropylamine → HCID 21291165, compound

HRID 622614Notes

Reaction equation

HRID 622614 reaction equation
[Cl:1][C:2]1[C:3]([N:9]2[C:13](Br)=[C:12]([N+:15]([O-:17])=[O:16])[CH:11]=[N:10]2)=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH:18]([NH2:21])([CH3:20])[CH3:19]>C(Cl)Cl>[Cl:1][C:2]1[C:3]([N:9]2[C:13]([NH:21][CH:18]([CH3:20])[CH3:19])=[C:12]([N+:15]([O-:17])=[O:16])[CH:11]=[N:10]2)=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 21291164HCID 21291164, compound

Product 1

HCID 21291165HCID 21291165, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 5.1 g (0.015 mol) of 1-(3,5-dichloropyrid-2-yl)-4-nitro-5-bromopyrazole and 13.4 g (0.225 mol) of isopropylamine in 100 ml of methylene chloride is stirred at room temperature for 20 hours. The reaction mixture is evaporated in vacuo, the residue is taken up in 50 ml of methylene chloride and washed twice with 50 ml of water; the organic phase is dried over sodium sulphate and the solvent is distilled off in vacuo. The residue is crystallized by rubbing with petroleum ether, filtered off by suction and dried. 4.0 g (84.4% of theory) of 1-(3,5-dichloropyrid-2-yl)-4-nitro-5-isopropylaminopyrazole with a melting point of 123° C. are obtained.

Workup

  1. customThe reaction mixture is evaporated in vacuo
  2. washwashed twice with 50 ml of water
  3. dry with materialthe organic phase is dried over sodium sulphate
  4. distillationthe solvent is distilled off in vacuo
  5. customThe residue is crystallized
  6. filtrationfiltered off by suction
  7. customdried

Sources & evidence

ORD record
ord-07252ddab45b4a1d9beeed6137b91efc
Source dataset
uspto-grants-1988_09
Patent number
US04772312

Reaction notes

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